{"id":"https://openalex.org/W1980831794","doi":"https://doi.org/10.1039/c1ob05191a","title":"New domino radical synthesis of aminoalcohols promoted by TiCl4\u2013Zn/t-BuOOH system: selective hydroxyalkylation of amines in alcohol or in cyclic ether cosolvents","display_name":"New domino radical synthesis of aminoalcohols promoted by TiCl4\u2013Zn/t-BuOOH system: selective hydroxyalkylation of amines in alcohol or in cyclic ether cosolvents","publication_year":2011,"publication_date":"2011-01-01","ids":{"openalex":"https://openalex.org/W1980831794","doi":"https://doi.org/10.1039/c1ob05191a","mag":"1980831794","pmid":"https://pubmed.ncbi.nlm.nih.gov/21479301"},"language":"en","primary_location":{"id":"doi:10.1039/c1ob05191a","doi":"https://doi.org/10.1039/c1ob05191a","is_oa":false,"landing_page_url":"https://doi.org/10.1039/c1ob05191a","pdf_url":null,"source":{"id":"https://openalex.org/S179810352","display_name":"Organic & Biomolecular Chemistry","issn_l":"1477-0520","issn":["1477-0520","1477-0539"],"is_oa":false,"is_in_doaj":false,"is_core":true,"listed_in":["cwts-core","dongbi-b","jufo-2","ki-jl-1","medline","norway-1","poland-100","russia-white-list-1","vabb-shw"],"host_organization":"https://openalex.org/P4310320556","host_organization_name":"Royal Society of Chemistry","host_organization_lineage":["https://openalex.org/P4310320556"],"host_organization_lineage_names":["Royal Society of Chemistry"],"type":"journal"},"license":null,"license_id":null,"version":"publishedVersion","is_accepted":true,"is_published":true,"raw_source_name":"Organic & Biomolecular Chemistry","raw_type":"journal-article"},"volume":null,"type":"article","indexed_in":["crossref","pubmed"],"open_access":{"is_oa":false,"oa_status":"closed","oa_url":null,"any_repository_has_fulltext":false},"authorships":[{"author_position":"first","author":{"id":"https://openalex.org/A5054243479","display_name":"Simona Prosperini","orcid":null,"observed_orcids":[]},"institutions":[{"id":"https://openalex.org/I93860229","display_name":"Politecnico di Milano","ror":"https://ror.org/01nffqt88","country_code":"IT","type":"education","lineage":["https://openalex.org/I93860229"]}],"countries":["IT"],"is_corresponding":false,"raw_author_name":"Simona Prosperini","raw_affiliation_strings":["Dipartimento di Chimica, Materiali e Ingegneria Chimica G. Natta, Politecnico di Milano, Sezione Chimica, Milano, Italy","Dipartimento di Chimica, Materiali e Ingegneria Chimica \u201cG. Natta\u201d, Politecnico di Milano, Sezione Chimica, Via Mancinelli 7, Milano, Italy"],"raw_orcid":null,"affiliations":[{"raw_affiliation_string":"Dipartimento di Chimica, Materiali e Ingegneria Chimica G. Natta, Politecnico di Milano, Sezione Chimica, Milano, Italy","institution_ids":["https://openalex.org/I93860229"]},{"raw_affiliation_string":"Dipartimento di Chimica, Materiali e Ingegneria Chimica \u201cG. Natta\u201d, Politecnico di Milano, Sezione Chimica, Via Mancinelli 7, Milano, Italy","institution_ids":["https://openalex.org/I93860229"]}]},{"author_position":"middle","author":{"id":"https://openalex.org/A5000968539","display_name":"Nadia Pastori","orcid":null,"observed_orcids":[]},"institutions":[{"id":"https://openalex.org/I93860229","display_name":"Politecnico di Milano","ror":"https://ror.org/01nffqt88","country_code":"IT","type":"education","lineage":["https://openalex.org/I93860229"]}],"countries":["IT"],"is_corresponding":false,"raw_author_name":"Nadia Pastori","raw_affiliation_strings":["Dipartimento di Chimica, Materiali e Ingegneria Chimica \u201cG. Natta\u201d, Politecnico di Milano, Sezione Chimica, Via Mancinelli 7, Milano, Italy"],"raw_orcid":null,"affiliations":[{"raw_affiliation_string":"Dipartimento di Chimica, Materiali e Ingegneria Chimica \u201cG. Natta\u201d, Politecnico di Milano, Sezione Chimica, Via Mancinelli 7, Milano, Italy","institution_ids":["https://openalex.org/I93860229"]}]},{"author_position":"middle","author":{"id":"https://openalex.org/A5063276081","display_name":"Alessandra Ghilardi","orcid":null,"observed_orcids":[]},"institutions":[{"id":"https://openalex.org/I93860229","display_name":"Politecnico di Milano","ror":"https://ror.org/01nffqt88","country_code":"IT","type":"education","lineage":["https://openalex.org/I93860229"]}],"countries":["IT"],"is_corresponding":false,"raw_author_name":"Alessandra Ghilardi","raw_affiliation_strings":["Dipartimento di Chimica, Materiali e Ingegneria Chimica \u201cG. Natta\u201d, Politecnico di Milano, Sezione Chimica, Via Mancinelli 7, Milano, Italy"],"raw_orcid":null,"affiliations":[{"raw_affiliation_string":"Dipartimento di Chimica, Materiali e Ingegneria Chimica \u201cG. Natta\u201d, Politecnico di Milano, Sezione Chimica, Via Mancinelli 7, Milano, Italy","institution_ids":["https://openalex.org/I93860229"]}]},{"author_position":"middle","author":{"id":"https://openalex.org/A5043419915","display_name":"Angelo Clerici","orcid":null,"observed_orcids":[]},"institutions":[{"id":"https://openalex.org/I93860229","display_name":"Politecnico di Milano","ror":"https://ror.org/01nffqt88","country_code":"IT","type":"education","lineage":["https://openalex.org/I93860229"]}],"countries":["IT"],"is_corresponding":true,"raw_author_name":"Angelo Clerici","raw_affiliation_strings":["Dipartimento di Chimica, Materiali e Ingegneria Chimica \u201cG. Natta\u201d, Politecnico di Milano, Sezione Chimica, Via Mancinelli 7, Milano, Italy"],"raw_orcid":null,"affiliations":[{"raw_affiliation_string":"Dipartimento di Chimica, Materiali e Ingegneria Chimica \u201cG. Natta\u201d, Politecnico di Milano, Sezione Chimica, Via Mancinelli 7, Milano, Italy","institution_ids":["https://openalex.org/I93860229"]}]},{"author_position":"last","author":{"id":"https://openalex.org/A5016481747","display_name":"Carlo Punta","orcid":"https://orcid.org/0000-0002-7239-9554","observed_orcids":["https://orcid.org/0000-0002-7239-9554"]},"institutions":[{"id":"https://openalex.org/I93860229","display_name":"Politecnico di Milano","ror":"https://ror.org/01nffqt88","country_code":"IT","type":"education","lineage":["https://openalex.org/I93860229"]}],"countries":["IT"],"is_corresponding":true,"raw_author_name":"Carlo Punta","raw_affiliation_strings":["Dipartimento di Chimica, Materiali e Ingegneria Chimica \u201cG. Natta\u201d, Politecnico di Milano, Sezione Chimica, Via Mancinelli 7, Milano, Italy"],"raw_orcid":null,"affiliations":[{"raw_affiliation_string":"Dipartimento di Chimica, Materiali e Ingegneria Chimica \u201cG. Natta\u201d, Politecnico di Milano, Sezione Chimica, Via Mancinelli 7, Milano, Italy","institution_ids":["https://openalex.org/I93860229"]}]}],"institutions":[],"countries_distinct_count":1,"institutions_distinct_count":1,"corresponding_author_ids":["https://openalex.org/A5016481747","https://openalex.org/A5043419915"],"corresponding_institution_ids":["https://openalex.org/I93860229"],"apc_list":null,"apc_paid":null,"fwci":1.0521,"has_fulltext":false,"cited_by_count":14,"citation_normalized_percentile":{"value":0.72531926,"is_in_top_1_percent":false,"is_in_top_10_percent":false},"cited_by_percentile_year":{"min":89,"max":98},"biblio":{"volume":"9","issue":"10","first_page":"3759","last_page":"3759"},"is_retracted":false,"is_paratext":false,"is_xpac":false,"primary_topic":{"id":"https://openalex.org/T10701","display_name":"Radical Photochemical Reactions","score":0.9121000170707703,"subfield":{"id":"https://openalex.org/subfields/1605","display_name":"Organic Chemistry"},"field":{"id":"https://openalex.org/fields/16","display_name":"Chemistry"},"domain":{"id":"https://openalex.org/domains/3","display_name":"Physical Sciences"}},"topics":[{"id":"https://openalex.org/T10701","display_name":"Radical Photochemical Reactions","score":0.9121000170707703,"subfield":{"id":"https://openalex.org/subfields/1605","display_name":"Organic Chemistry"},"field":{"id":"https://openalex.org/fields/16","display_name":"Chemistry"},"domain":{"id":"https://openalex.org/domains/3","display_name":"Physical Sciences"}},{"id":"https://openalex.org/T11989","display_name":"Oxidative Organic Chemistry Reactions","score":0.049300000071525574,"subfield":{"id":"https://openalex.org/subfields/1605","display_name":"Organic Chemistry"},"field":{"id":"https://openalex.org/fields/16","display_name":"Chemistry"},"domain":{"id":"https://openalex.org/domains/3","display_name":"Physical Sciences"}},{"id":"https://openalex.org/T11831","display_name":"Chemical Synthesis and Reactions","score":0.013100000098347664,"subfield":{"id":"https://openalex.org/subfields/1605","display_name":"Organic Chemistry"},"field":{"id":"https://openalex.org/fields/16","display_name":"Chemistry"},"domain":{"id":"https://openalex.org/domains/3","display_name":"Physical Sciences"}}],"keywords":[{"id":"https://openalex.org/keywords/cascade-reactions","display_name":"cascade reactions","score":0.6899999976158142},{"id":"https://openalex.org/keywords/amino-alcohols","display_name":"amino alcohols","score":0.9279999732971191},{"id":"https://openalex.org/keywords/ticl4","display_name":"titanium tetrachloride","score":0.7710000276565552},{"id":"https://openalex.org/keywords/zinc","display_name":"zinc","score":0.6349999904632568},{"id":"https://openalex.org/keywords/tert-butyl-hydroperoxide","display_name":"tert-butyl hydroperoxide","score":0.8569999933242798},{"id":"https://openalex.org/keywords/alcohol-cosolvents","display_name":"alcohol cosolvents","score":0.7329999804496765},{"id":"https://openalex.org/keywords/aromatic-amines","display_name":"aromatic amines","score":0.7300000190734863}],"concepts":[{"id":"https://openalex.org/C185592680","wikidata":"https://www.wikidata.org/wiki/Q2329","display_name":"Chemistry","level":0,"score":0.9617042541503906},{"id":"https://openalex.org/C178907741","wikidata":"https://www.wikidata.org/wiki/Q745930","display_name":"Nucleophile","level":3,"score":0.7138124704360962},{"id":"https://openalex.org/C2781066024","wikidata":"https://www.wikidata.org/wiki/Q156","display_name":"Alcohol","level":2,"score":0.7057822346687317},{"id":"https://openalex.org/C50027330","wikidata":"https://www.wikidata.org/wiki/Q908086","display_name":"Electrophile","level":3,"score":0.7038059830665588},{"id":"https://openalex.org/C2776416436","wikidata":"https://www.wikidata.org/wiki/Q3751781","display_name":"Domino","level":3,"score":0.6555453538894653},{"id":"https://openalex.org/C131779359","wikidata":"https://www.wikidata.org/wiki/Q471875","display_name":"Amine gas treating","level":2,"score":0.6356101632118225},{"id":"https://openalex.org/C58548122","wikidata":"https://www.wikidata.org/wiki/Q838390","display_name":"Cascade reaction","level":3,"score":0.6247779130935669},{"id":"https://openalex.org/C161790260","wikidata":"https://www.wikidata.org/wiki/Q82264","display_name":"Catalysis","level":2,"score":0.572152316570282},{"id":"https://openalex.org/C2780407432","wikidata":"https://www.wikidata.org/wiki/Q103230","display_name":"Ether","level":2,"score":0.5266944169998169},{"id":"https://openalex.org/C21951064","wikidata":"https://www.wikidata.org/wiki/Q899212","display_name":"Combinatorial chemistry","level":1,"score":0.48865678906440735},{"id":"https://openalex.org/C32909587","wikidata":"https://www.wikidata.org/wiki/Q11369","display_name":"Molecule","level":2,"score":0.48160240054130554},{"id":"https://openalex.org/C178790620","wikidata":"https://www.wikidata.org/wiki/Q11351","display_name":"Organic chemistry","level":1,"score":0.36581170558929443}],"mesh":[{"descriptor_ui":"D000438","descriptor_name":"Alcohols","qualifier_ui":"Q000138","qualifier_name":"chemical synthesis","is_major_topic":true},{"descriptor_ui":"D000438","descriptor_name":"Alcohols","qualifier_ui":"Q000737","qualifier_name":"chemistry","is_major_topic":false},{"descriptor_ui":"D000478","descriptor_name":"Alkylation","qualifier_ui":null,"qualifier_name":null,"is_major_topic":false},{"descriptor_ui":"D000588","descriptor_name":"Amines","qualifier_ui":"Q000737","qualifier_name":"chemistry","is_major_topic":true},{"descriptor_ui":"D004988","descriptor_name":"Ethers, Cyclic","qualifier_ui":"Q000737","qualifier_name":"chemistry","is_major_topic":true},{"descriptor_ui":"D005609","descriptor_name":"Free Radicals","qualifier_ui":"Q000737","qualifier_name":"chemistry","is_major_topic":false},{"descriptor_ui":"D012997","descriptor_name":"Solvents","qualifier_ui":"Q000737","qualifier_name":"chemistry","is_major_topic":true},{"descriptor_ui":"D013379","descriptor_name":"Substrate Specificity","qualifier_ui":null,"qualifier_name":null,"is_major_topic":false},{"descriptor_ui":"D014025","descriptor_name":"Titanium","qualifier_ui":"Q000737","qualifier_name":"chemistry","is_major_topic":true},{"descriptor_ui":"D015032","descriptor_name":"Zinc","qualifier_ui":"Q000737","qualifier_name":"chemistry","is_major_topic":true},{"descriptor_ui":"D020122","descriptor_name":"tert-Butylhydroperoxide","qualifier_ui":"Q000737","qualifier_name":"chemistry","is_major_topic":true}],"locations_count":3,"locations":[{"id":"doi:10.1039/c1ob05191a","doi":"https://doi.org/10.1039/c1ob05191a","is_oa":false,"landing_page_url":"https://doi.org/10.1039/c1ob05191a","pdf_url":null,"source":{"id":"https://openalex.org/S179810352","display_name":"Organic & Biomolecular Chemistry","issn_l":"1477-0520","issn":["1477-0520","1477-0539"],"is_oa":false,"is_in_doaj":false,"is_core":true,"listed_in":["cwts-core","dongbi-b","jufo-2","ki-jl-1","medline","norway-1","poland-100","russia-white-list-1","vabb-shw"],"host_organization":"https://openalex.org/P4310320556","host_organization_name":"Royal Society of Chemistry","host_organization_lineage":["https://openalex.org/P4310320556"],"host_organization_lineage_names":["Royal Society of Chemistry"],"type":"journal"},"license":null,"license_id":null,"version":"publishedVersion","is_accepted":true,"is_published":true,"raw_source_name":"Organic & Biomolecular Chemistry","raw_type":"journal-article"},{"id":"pmid:21479301","doi":null,"is_oa":false,"landing_page_url":"https://pubmed.ncbi.nlm.nih.gov/21479301","pdf_url":null,"source":{"id":"https://openalex.org/S4306525036","display_name":"PubMed","issn_l":null,"issn":null,"is_oa":false,"is_in_doaj":false,"is_core":false,"listed_in":[],"host_organization":"https://openalex.org/I1299303238","host_organization_name":"National Institutes of Health","host_organization_lineage":["https://openalex.org/I1299303238"],"host_organization_lineage_names":[],"type":"repository"},"license":null,"license_id":null,"version":"publishedVersion","is_accepted":true,"is_published":true,"raw_source_name":"Organic & biomolecular chemistry","raw_type":"Journal Article"},{"id":"pmh:oai:re.public.polimi.it:11311/580396","doi":null,"is_oa":false,"landing_page_url":"http://hdl.handle.net/11311/580396","pdf_url":null,"source":{"id":"https://openalex.org/S4306400312","display_name":"Virtual Community of Pathological Anatomy (University of Castilla La Mancha)","issn_l":null,"issn":null,"is_oa":false,"is_in_doaj":false,"is_core":false,"listed_in":[],"host_organization":"https://openalex.org/I79189158","host_organization_name":"University of Castilla-La Mancha","host_organization_lineage":["https://openalex.org/I79189158"],"host_organization_lineage_names":[],"type":"repository"},"license":null,"license_id":null,"version":"submittedVersion","is_accepted":false,"is_published":false,"raw_source_name":null,"raw_type":"info:eu-repo/semantics/article"}],"best_oa_location":null,"sustainable_development_goals":[],"study_designs":[],"awards":[],"funders":[],"has_content":{"pdf":false,"grobid_xml":false},"content_urls":null,"referenced_works_count":49,"referenced_works":["https://openalex.org/W1965611010","https://openalex.org/W1970006230","https://openalex.org/W1975126691","https://openalex.org/W1977640943","https://openalex.org/W1978971998","https://openalex.org/W1980864184","https://openalex.org/W1982415720","https://openalex.org/W1991255954","https://openalex.org/W1992559838","https://openalex.org/W1994837034","https://openalex.org/W1998984222","https://openalex.org/W2001043806","https://openalex.org/W2004752198","https://openalex.org/W2010737706","https://openalex.org/W2031006338","https://openalex.org/W2032792502","https://openalex.org/W2033237315","https://openalex.org/W2034885775","https://openalex.org/W2038648042","https://openalex.org/W2043874729","https://openalex.org/W2045934848","https://openalex.org/W2048272596","https://openalex.org/W2048365925","https://openalex.org/W2059538074","https://openalex.org/W2061019756","https://openalex.org/W2064196569","https://openalex.org/W2069989311","https://openalex.org/W2078137884","https://openalex.org/W2084483323","https://openalex.org/W2105991687","https://openalex.org/W2122537016","https://openalex.org/W2125655756","https://openalex.org/W2132536156","https://openalex.org/W2139303343","https://openalex.org/W2141610257","https://openalex.org/W2142427227","https://openalex.org/W2144682086","https://openalex.org/W2161072061","https://openalex.org/W2162354594","https://openalex.org/W2164762930","https://openalex.org/W2168789961","https://openalex.org/W2521693185","https://openalex.org/W2949606893","https://openalex.org/W2950954452","https://openalex.org/W2951282701","https://openalex.org/W2953081593","https://openalex.org/W3004470404","https://openalex.org/W4234703901","https://openalex.org/W4238502586"],"related_works":["https://openalex.org/W2593600338","https://openalex.org/W2132536156","https://openalex.org/W2951282701","https://openalex.org/W2008213083","https://openalex.org/W2025059497","https://openalex.org/W7065788240","https://openalex.org/W2950494929","https://openalex.org/W2059711403","https://openalex.org/W2951991812","https://openalex.org/W2031006338"],"abstract_inverted_index":{"We":[0],"report":[1],"a":[2,104],"new":[3],"and":[4,18,69],"fast":[5],"domino":[6],"synthesis":[7],"of":[8,16,28,43,65,90,96,103,107],"aminoalcohols":[9],"under":[10],"mild":[11],"conditions.":[12],"The":[13],"free-radical":[14],"reaction":[15,89],"aliphatic":[17],"aromatic":[19],"amines":[20],"with":[21,40,54,78,93],"alcohol":[22,44],"cosolvents":[23],"is":[24],"promoted":[25],"by":[26],"means":[27],"the":[29,34,37,55,71,79,88,101],"TiCl(4)-Zn/t-BuOOH":[30],"system.":[31],"According":[32],"to":[33,61,86,100],"proposed":[35],"mechanism,":[36],"amine":[38],"reacts":[39],"two":[41,94],"molecules":[42,95],"in":[45,74],"an":[46],"electrophilic-nucleophilic":[47],"cascade":[48],"process.":[49],"This":[50],"procedure,":[51],"if":[52],"compared":[53],"TiCl(3)/t-BuOOH-mediated":[56],"protocol":[57],"previously":[58],"reported,":[59],"appears":[60],"be":[62],"more":[63,66],"selective,":[64],"general":[67],"applicability":[68],"affords":[70],"desired":[72],"products":[73],"higher":[75],"yields.":[76],"Besides,":[77],"same":[80],"catalytic":[81],"system":[82],"it":[83],"was":[84],"possible":[85],"promote":[87],"primary":[91],"arylamines":[92],"cyclic":[97],"ether,":[98],"leading":[99],"formation":[102],"wider":[105],"range":[106],"functionalized":[108],"aminoalcohols.":[109]},"counts_by_year":[{"year":2026,"cited_by_count":1},{"year":2023,"cited_by_count":1},{"year":2021,"cited_by_count":2},{"year":2017,"cited_by_count":1},{"year":2015,"cited_by_count":2},{"year":2014,"cited_by_count":2},{"year":2012,"cited_by_count":4}],"updated_date":"2026-10-31T12:09:11.096373","created_date":"2016-06-24T00:00:00"}