{"id":"https://openalex.org/W2810046322","doi":"https://doi.org/10.1021/acs.joc.8b01279","title":"DBU-Catalyzed Alkyne\u2013Imidate Cyclization toward 1-Alkoxypyrazino[1,2-a]indole Synthesis","display_name":"DBU-Catalyzed Alkyne\u2013Imidate Cyclization toward 1-Alkoxypyrazino[1,2-a]indole Synthesis","publication_year":2018,"publication_date":"2018-06-26","ids":{"openalex":"https://openalex.org/W2810046322","doi":"https://doi.org/10.1021/acs.joc.8b01279","mag":"2810046322","pmid":"https://pubmed.ncbi.nlm.nih.gov/29944827"},"language":"en","primary_location":{"id":"doi:10.1021/acs.joc.8b01279","doi":"https://doi.org/10.1021/acs.joc.8b01279","is_oa":false,"landing_page_url":"https://doi.org/10.1021/acs.joc.8b01279","pdf_url":null,"source":{"id":"https://openalex.org/S205050996","display_name":"The Journal of Organic Chemistry","issn_l":"0022-3263","issn":["0022-3263","1520-6904"],"is_oa":false,"is_in_doaj":false,"is_core":true,"listed_in":["cwts-core","dongbi-a","jufo-2","ki-jl-2","medline","norway-2","poland-140","russia-white-list-1","vabb-shw"],"host_organization":"https://openalex.org/P4310320006","host_organization_name":"American Chemical Society","host_organization_lineage":["https://openalex.org/P4310320006"],"host_organization_lineage_names":["American Chemical Society"],"type":"journal"},"license":null,"license_id":null,"version":"publishedVersion","is_accepted":true,"is_published":true,"raw_source_name":"The Journal of Organic Chemistry","raw_type":"journal-article"},"volume":null,"type":"article","is_traditional":true,"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/A5074540745","display_name":"Alexey \u0410. Festa","orcid":"https://orcid.org/0000-0002-5113-1938","observed_orcids":["https://orcid.org/0000-0002-5113-1938"]},"institutions":[{"id":"https://openalex.org/I126527374","display_name":"Peoples' Friendship University of Russia","ror":"https://ror.org/02dn9h927","country_code":"RU","type":"education","lineage":["https://openalex.org/I126527374"]}],"countries":["RU"],"is_corresponding":false,"raw_author_name":"Alexey A. Festa","raw_affiliation_strings":["Peoples\u2019 Friendship University of Russia (RUDN University), Miklukho-Maklaya Street 6, Moscow 117198, Russian Federation"],"raw_orcid":null,"affiliations":[{"raw_affiliation_string":"Peoples\u2019 Friendship University of Russia (RUDN University), Miklukho-Maklaya Street 6, Moscow 117198, Russian Federation","institution_ids":["https://openalex.org/I126527374"]}]},{"author_position":"middle","author":{"id":"https://openalex.org/A5010754962","display_name":"Rajesh R. Zalte","orcid":"https://orcid.org/0000-0003-0679-2312","observed_orcids":["https://orcid.org/0000-0003-0679-2312"]},"institutions":[{"id":"https://openalex.org/I126527374","display_name":"Peoples' Friendship University of Russia","ror":"https://ror.org/02dn9h927","country_code":"RU","type":"education","lineage":["https://openalex.org/I126527374"]}],"countries":["RU"],"is_corresponding":false,"raw_author_name":"Rajesh R. Zalte","raw_affiliation_strings":["Peoples\u2019 Friendship University of Russia (RUDN University), Miklukho-Maklaya Street 6, Moscow 117198, Russian Federation"],"raw_orcid":null,"affiliations":[{"raw_affiliation_string":"Peoples\u2019 Friendship University of Russia (RUDN University), Miklukho-Maklaya Street 6, Moscow 117198, Russian Federation","institution_ids":["https://openalex.org/I126527374"]}]},{"author_position":"middle","author":{"id":"https://openalex.org/A5050293732","display_name":"Nikita E. Golantsov","orcid":"https://orcid.org/0000-0002-4897-5398","observed_orcids":["https://orcid.org/0000-0002-4897-5398"]},"institutions":[{"id":"https://openalex.org/I126527374","display_name":"Peoples' Friendship University of Russia","ror":"https://ror.org/02dn9h927","country_code":"RU","type":"education","lineage":["https://openalex.org/I126527374"]}],"countries":["RU"],"is_corresponding":false,"raw_author_name":"Nikita E. Golantsov","raw_affiliation_strings":["Peoples\u2019 Friendship University of Russia (RUDN University), Miklukho-Maklaya Street 6, Moscow 117198, Russian Federation"],"raw_orcid":null,"affiliations":[{"raw_affiliation_string":"Peoples\u2019 Friendship University of Russia (RUDN University), Miklukho-Maklaya Street 6, Moscow 117198, Russian Federation","institution_ids":["https://openalex.org/I126527374"]}]},{"author_position":"middle","author":{"id":"https://openalex.org/A5041098865","display_name":"Alexey V. Varlamov","orcid":"https://orcid.org/0000-0003-2320-8747","observed_orcids":["https://orcid.org/0000-0003-2320-8747"]},"institutions":[{"id":"https://openalex.org/I126527374","display_name":"Peoples' Friendship University of Russia","ror":"https://ror.org/02dn9h927","country_code":"RU","type":"education","lineage":["https://openalex.org/I126527374"]}],"countries":["RU"],"is_corresponding":false,"raw_author_name":"Alexey V. Varlamov","raw_affiliation_strings":["Peoples\u2019 Friendship University of Russia (RUDN University), Miklukho-Maklaya Street 6, Moscow 117198, Russian Federation"],"raw_orcid":null,"affiliations":[{"raw_affiliation_string":"Peoples\u2019 Friendship University of Russia (RUDN University), Miklukho-Maklaya Street 6, Moscow 117198, Russian Federation","institution_ids":["https://openalex.org/I126527374"]}]},{"author_position":"middle","author":{"id":"https://openalex.org/A5039474530","display_name":"Erik V. Van der Eycken","orcid":"https://orcid.org/0000-0001-5172-7208","observed_orcids":["https://orcid.org/0000-0001-5172-7208"]},"institutions":[{"id":"https://openalex.org/I126527374","display_name":"Peoples' Friendship University of Russia","ror":"https://ror.org/02dn9h927","country_code":"RU","type":"education","lineage":["https://openalex.org/I126527374"]},{"id":"https://openalex.org/I99464096","display_name":"KU Leuven","ror":"https://ror.org/05f950310","country_code":"BE","type":"education","lineage":["https://openalex.org/I99464096"]}],"countries":["BE","RU"],"is_corresponding":false,"raw_author_name":"Erik V. Van der Eycken","raw_affiliation_strings":["Laboratory for Organic & Microwave-Assisted Chemistry (LOMAC), Department of Chemistry, University of Leuven (KU Leuven), Celestijnenlaan 200F, B-3001 Leuven, Belgium","Peoples\u2019 Friendship University of Russia (RUDN University), Miklukho-Maklaya Street 6, Moscow 117198, Russian Federation"],"raw_orcid":null,"affiliations":[{"raw_affiliation_string":"Laboratory for Organic & Microwave-Assisted Chemistry (LOMAC), Department of Chemistry, University of Leuven (KU Leuven), Celestijnenlaan 200F, B-3001 Leuven, Belgium","institution_ids":["https://openalex.org/I99464096"]},{"raw_affiliation_string":"Peoples\u2019 Friendship University of Russia (RUDN University), Miklukho-Maklaya Street 6, Moscow 117198, Russian Federation","institution_ids":["https://openalex.org/I126527374"]}]},{"author_position":"last","author":{"id":"https://openalex.org/A5080867162","display_name":"Leonid G. Voskressensky","orcid":"https://orcid.org/0000-0002-9676-5846","observed_orcids":["https://orcid.org/0000-0002-9676-5846"]},"institutions":[{"id":"https://openalex.org/I126527374","display_name":"Peoples' Friendship University of Russia","ror":"https://ror.org/02dn9h927","country_code":"RU","type":"education","lineage":["https://openalex.org/I126527374"]}],"countries":["RU"],"is_corresponding":true,"raw_author_name":"Leonid G. Voskressensky","raw_affiliation_strings":["Peoples\u2019 Friendship University of Russia (RUDN University), Miklukho-Maklaya Street 6, Moscow 117198, Russian Federation"],"raw_orcid":"https://orcid.org/0000-0002-9676-5846","affiliations":[{"raw_affiliation_string":"Peoples\u2019 Friendship University of Russia (RUDN University), Miklukho-Maklaya Street 6, Moscow 117198, Russian Federation","institution_ids":["https://openalex.org/I126527374"]}]}],"institutions":[],"countries_distinct_count":2,"institutions_distinct_count":2,"corresponding_author_ids":["https://openalex.org/A5080867162"],"corresponding_institution_ids":["https://openalex.org/I126527374"],"apc_list":{"value":4500,"currency":"USD","value_usd":4500},"apc_paid":null,"fwci":1.6656,"has_fulltext":false,"cited_by_count":23,"citation_normalized_percentile":{"value":0.81995237,"is_in_top_1_percent":false,"is_in_top_10_percent":false},"cited_by_percentile_year":{"min":89,"max":98},"biblio":{"volume":"83","issue":"16","first_page":"9305","last_page":"9311"},"is_retracted":false,"is_paratext":false,"is_xpac":false,"primary_topic":{"id":"https://openalex.org/T12973","display_name":"Synthesis of Indole Derivatives","score":0.7612000107765198,"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/T12973","display_name":"Synthesis of Indole Derivatives","score":0.7612000107765198,"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/T10871","display_name":"Catalytic Alkyne Reactions","score":0.10869999974966049,"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/T10817","display_name":"Multicomponent Synthesis of Heterocycles","score":0.026100000366568565,"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/dbu-catalysis","display_name":"DBU catalysis","score":0.9559999704360962},{"id":"https://openalex.org/keywords/microwave-assisted-synthesis","display_name":"microwave-assisted synthesis","score":0.7770000100135803},{"id":"https://openalex.org/keywords/cascade-reactions","display_name":"cascade reactions","score":0.7940000295639038},{"id":"https://openalex.org/keywords/nucleophilic-cyclization","display_name":"nucleophilic cyclization","score":0.9110000133514404},{"id":"https://openalex.org/keywords/indole-derivatives","display_name":"indole derivatives","score":0.5299999713897705},{"id":"https://openalex.org/keywords/alcohol-chemistry","display_name":"alcohol chemistry","score":0.7120000123977661},{"id":"https://openalex.org/keywords/thiols","display_name":"thiols","score":0.8370000123977661}],"concepts":[{"id":"https://openalex.org/C185592680","wikidata":"https://www.wikidata.org/wiki/Q2329","display_name":"Chemistry","level":0,"score":0.9484561085700989},{"id":"https://openalex.org/C2779012754","wikidata":"https://www.wikidata.org/wiki/Q159226","display_name":"Alkyne","level":3,"score":0.8794245719909668},{"id":"https://openalex.org/C2778652500","wikidata":"https://www.wikidata.org/wiki/Q411369","display_name":"Allene","level":3,"score":0.8214927911758423},{"id":"https://openalex.org/C2780437523","wikidata":"https://www.wikidata.org/wiki/Q422660","display_name":"Propargyl","level":3,"score":0.7354217767715454},{"id":"https://openalex.org/C192527728","wikidata":"https://www.wikidata.org/wiki/Q1465700","display_name":"Indole test","level":2,"score":0.672071099281311},{"id":"https://openalex.org/C2776416436","wikidata":"https://www.wikidata.org/wiki/Q3751781","display_name":"Domino","level":3,"score":0.6699103713035583},{"id":"https://openalex.org/C161790260","wikidata":"https://www.wikidata.org/wiki/Q82264","display_name":"Catalysis","level":2,"score":0.6060379147529602},{"id":"https://openalex.org/C178907741","wikidata":"https://www.wikidata.org/wiki/Q745930","display_name":"Nucleophile","level":3,"score":0.5962116122245789},{"id":"https://openalex.org/C58548122","wikidata":"https://www.wikidata.org/wiki/Q838390","display_name":"Cascade reaction","level":3,"score":0.46416714787483215},{"id":"https://openalex.org/C21951064","wikidata":"https://www.wikidata.org/wiki/Q899212","display_name":"Combinatorial chemistry","level":1,"score":0.44946932792663574},{"id":"https://openalex.org/C178790620","wikidata":"https://www.wikidata.org/wiki/Q11351","display_name":"Organic chemistry","level":1,"score":0.39728009700775146}],"mesh":[],"locations_count":3,"locations":[{"id":"doi:10.1021/acs.joc.8b01279","doi":"https://doi.org/10.1021/acs.joc.8b01279","is_oa":false,"landing_page_url":"https://doi.org/10.1021/acs.joc.8b01279","pdf_url":null,"source":{"id":"https://openalex.org/S205050996","display_name":"The Journal of Organic Chemistry","issn_l":"0022-3263","issn":["0022-3263","1520-6904"],"is_oa":false,"is_in_doaj":false,"is_core":true,"listed_in":["cwts-core","dongbi-a","jufo-2","ki-jl-2","medline","norway-2","poland-140","russia-white-list-1","vabb-shw"],"host_organization":"https://openalex.org/P4310320006","host_organization_name":"American Chemical Society","host_organization_lineage":["https://openalex.org/P4310320006"],"host_organization_lineage_names":["American Chemical Society"],"type":"journal"},"license":null,"license_id":null,"version":"publishedVersion","is_accepted":true,"is_published":true,"raw_source_name":"The Journal of Organic Chemistry","raw_type":"journal-article"},{"id":"pmid:29944827","doi":null,"is_oa":false,"landing_page_url":"https://pubmed.ncbi.nlm.nih.gov/29944827","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":"The Journal of organic chemistry","raw_type":"Journal Article"},{"id":"pmh:oai:lirias2repo.kuleuven.be:123456789/645964","doi":null,"is_oa":false,"landing_page_url":"https://lirias.kuleuven.be/handle/123456789/645964","pdf_url":null,"source":{"id":"https://openalex.org/S4306401954","display_name":"Lirias (KU Leuven)","issn_l":null,"issn":null,"is_oa":false,"is_in_doaj":false,"is_core":false,"listed_in":[],"host_organization":"https://openalex.org/I99464096","host_organization_name":"KU Leuven","host_organization_lineage":["https://openalex.org/I99464096"],"host_organization_lineage_names":[],"type":"repository"},"license":null,"license_id":null,"version":"submittedVersion","is_accepted":false,"is_published":false,"raw_source_name":"Journal Of Organic Chemistry, vol. 83 (16), (9305-9311)","raw_type":"info:eu-repo/semantics/article"}],"best_oa_location":null,"sustainable_development_goals":[],"study_designs":[],"awards":[],"funders":[],"has_content":{"grobid_xml":false,"pdf":false},"content_urls":null,"referenced_works_count":39,"referenced_works":["https://openalex.org/W1952411679","https://openalex.org/W1987481892","https://openalex.org/W1987580387","https://openalex.org/W1988320666","https://openalex.org/W2008381529","https://openalex.org/W2027287590","https://openalex.org/W2053710312","https://openalex.org/W2058511728","https://openalex.org/W2064881372","https://openalex.org/W2078941943","https://openalex.org/W2098478603","https://openalex.org/W2113208574","https://openalex.org/W2141654924","https://openalex.org/W2149515297","https://openalex.org/W2150967444","https://openalex.org/W2160135351","https://openalex.org/W2168895687","https://openalex.org/W2175271647","https://openalex.org/W2178730759","https://openalex.org/W2179593445","https://openalex.org/W2180151081","https://openalex.org/W2325711328","https://openalex.org/W2336086050","https://openalex.org/W2344135776","https://openalex.org/W2369296454","https://openalex.org/W2468815802","https://openalex.org/W2469727726","https://openalex.org/W2513058735","https://openalex.org/W2560225499","https://openalex.org/W2580108449","https://openalex.org/W2583108405","https://openalex.org/W2589895838","https://openalex.org/W2755948342","https://openalex.org/W2765306132","https://openalex.org/W2787639534","https://openalex.org/W2949306945","https://openalex.org/W2950492546","https://openalex.org/W2951963886","https://openalex.org/W2953026413"],"related_works":["https://openalex.org/W2175271647","https://openalex.org/W4406315078","https://openalex.org/W3021069197","https://openalex.org/W4401305552","https://openalex.org/W7213940223","https://openalex.org/W2039102203","https://openalex.org/W2070017279","https://openalex.org/W2274757508","https://openalex.org/W2953165752","https://openalex.org/W2001508924"],"abstract_inverted_index":{"1-(Propargyl)indol-2-carbonitriles":[0],"react":[1],"with":[2],"alcohols":[3],"to":[4],"afford":[5],"1-alkoxypyrazino[1,2-":[6],"a]indoles":[7],"under":[8],"DBU-catalyzed":[9],"microwave-assisted":[10],"conditions.":[11],"The":[12,28],"reaction":[13,48],"scope":[14],"includes":[15],"a":[16,26],"wide":[17],"range":[18],"of":[19],"indoles,":[20],"primary":[21],"and":[22,25,45],"secondary":[23],"alcohols,":[24],"thiol.":[27],"initial":[29],"mechanistic":[30],"study":[31],"shows":[32],"that":[33],"the":[34],"domino":[35],"process":[36],"presumably":[37],"proceeds":[38],"through":[39],"an":[40],"alkyne-allene":[41],"rearrangement,":[42],"imidate":[43],"formation,":[44],"nucleophilic":[46],"cyclization":[47],"sequence.":[49]},"counts_by_year":[{"year":2025,"cited_by_count":1},{"year":2024,"cited_by_count":3},{"year":2022,"cited_by_count":2},{"year":2021,"cited_by_count":7},{"year":2020,"cited_by_count":4},{"year":2019,"cited_by_count":6}],"updated_date":"2026-11-06T12:05:46.655746","created_date":"2018-07-10T00:00:00"}
