{"id":"https://openalex.org/W7204806926","doi":"https://doi.org/10.1021/acs.orglett.6c03002","title":"Overcoming Reactive-Pair Mismatch to Access Functionalized Pyrimidines from Readily Accessible Pyrroles","display_name":"Overcoming Reactive-Pair Mismatch to Access Functionalized Pyrimidines from Readily Accessible Pyrroles","publication_year":2026,"publication_date":"2026-08-24","ids":{"openalex":"https://openalex.org/W7204806926","doi":"https://doi.org/10.1021/acs.orglett.6c03002","pmid":"https://pubmed.ncbi.nlm.nih.gov/42695846"},"language":"en","primary_location":{"id":"doi:10.1021/acs.orglett.6c03002","doi":"https://doi.org/10.1021/acs.orglett.6c03002","is_oa":true,"landing_page_url":"https://doi.org/10.1021/acs.orglett.6c03002","pdf_url":null,"source":{"id":"https://openalex.org/S201989124","display_name":"Organic Letters","issn_l":"1523-7052","issn":["1523-7052","1523-7060"],"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":"cc-by","license_id":"https://openalex.org/licenses/cc-by","version":"publishedVersion","is_accepted":true,"is_published":true,"raw_source_name":"Organic Letters","raw_type":"journal-article"},"volume":null,"type":"article","indexed_in":["crossref","pubmed"],"open_access":{"is_oa":true,"oa_status":"hybrid","oa_url":"https://doi.org/10.1021/acs.orglett.6c03002","any_repository_has_fulltext":false},"authorships":[{"author_position":"first","author":{"id":"https://openalex.org/A5110407617","display_name":"Seiichi Yasuda","orcid":"https://orcid.org/0009-0009-6835-6429","observed_orcids":["https://orcid.org/0009-0009-6835-6429"]},"institutions":[{"id":"https://openalex.org/I8692664","display_name":"University of Oklahoma","ror":"https://ror.org/02aqsxs83","country_code":"US","type":"education","lineage":["https://openalex.org/I8692664"]}],"countries":["US"],"is_corresponding":false,"raw_author_name":"Shuhei Yasuda","raw_affiliation_strings":["University of Oklahoma , , 101 Stephenson Parkway , , ,"],"raw_orcid":"https://orcid.org/0009-0009-6835-6429","affiliations":[{"raw_affiliation_string":"University of Oklahoma , , 101 Stephenson Parkway , , ,","institution_ids":["https://openalex.org/I8692664"]}]},{"author_position":"middle","author":{"id":"https://openalex.org/A5093672940","display_name":"Prakash Kafle","orcid":"https://orcid.org/0009-0006-2069-7011","observed_orcids":["https://orcid.org/0009-0006-2069-7011"]},"institutions":[{"id":"https://openalex.org/I8692664","display_name":"University of Oklahoma","ror":"https://ror.org/02aqsxs83","country_code":"US","type":"education","lineage":["https://openalex.org/I8692664"]}],"countries":["US"],"is_corresponding":false,"raw_author_name":"Prakash Kafle","raw_affiliation_strings":["University of Oklahoma , , 101 Stephenson Parkway , , ,"],"raw_orcid":"https://orcid.org/0009-0006-2069-7011","affiliations":[{"raw_affiliation_string":"University of Oklahoma , , 101 Stephenson Parkway , , ,","institution_ids":["https://openalex.org/I8692664"]}]},{"author_position":"middle","author":{"id":"https://openalex.org/A5139976895","display_name":"Upasana Chatterjee","orcid":null,"observed_orcids":[]},"institutions":[{"id":"https://openalex.org/I8692664","display_name":"University of Oklahoma","ror":"https://ror.org/02aqsxs83","country_code":"US","type":"education","lineage":["https://openalex.org/I8692664"]}],"countries":["US"],"is_corresponding":false,"raw_author_name":"Upasana Chatterjee","raw_affiliation_strings":["University of Oklahoma , , 101 Stephenson Parkway , , ,"],"raw_orcid":null,"affiliations":[{"raw_affiliation_string":"University of Oklahoma , , 101 Stephenson Parkway , , ,","institution_ids":["https://openalex.org/I8692664"]}]},{"author_position":"last","author":{"id":"https://openalex.org/A5080892892","display_name":"Indrajeet Sharma","orcid":"https://orcid.org/0000-0002-0707-0621","observed_orcids":["https://orcid.org/0000-0002-0707-0621"]},"institutions":[{"id":"https://openalex.org/I8692664","display_name":"University of Oklahoma","ror":"https://ror.org/02aqsxs83","country_code":"US","type":"education","lineage":["https://openalex.org/I8692664"]}],"countries":["US"],"is_corresponding":true,"raw_author_name":"Indrajeet Sharma","raw_affiliation_strings":["University of Oklahoma , , 101 Stephenson Parkway , , ,"],"raw_orcid":"https://orcid.org/0000-0002-0707-0621","affiliations":[{"raw_affiliation_string":"University of Oklahoma , , 101 Stephenson Parkway , , ,","institution_ids":["https://openalex.org/I8692664"]}]}],"institutions":[],"countries_distinct_count":1,"institutions_distinct_count":1,"corresponding_author_ids":["https://openalex.org/A5080892892"],"corresponding_institution_ids":["https://openalex.org/I8692664"],"apc_list":{"value":4500,"currency":"USD","value_usd":4500},"apc_paid":{"value":4500,"currency":"USD","value_usd":4500},"fwci":0.0,"has_fulltext":false,"cited_by_count":0,"citation_normalized_percentile":{"value":0.52884024,"is_in_top_1_percent":false,"is_in_top_10_percent":false},"cited_by_percentile_year":null,"biblio":{"volume":"28","issue":"35","first_page":"11001","last_page":"11006"},"is_retracted":false,"is_paratext":false,"is_xpac":false,"primary_topic":{"id":"https://openalex.org/T12562","display_name":"Synthesis and Characterization of Pyrroles","score":0.2572999894618988,"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/T12562","display_name":"Synthesis and Characterization of Pyrroles","score":0.2572999894618988,"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/T10701","display_name":"Radical Photochemical Reactions","score":0.12080000340938568,"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/T12251","display_name":"Synthesis and Catalytic Reactions","score":0.10159999877214432,"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/metal-free-synthesis","display_name":"metal-free synthesis","score":0.6349999904632568}],"concepts":[{"id":"https://openalex.org/C185592680","wikidata":"https://www.wikidata.org/wiki/Q2329","display_name":"Chemistry","level":0,"score":0.9369000196456909},{"id":"https://openalex.org/C201194858","wikidata":"https://www.wikidata.org/wiki/Q898238","display_name":"Steric effects","level":2,"score":0.7156000137329102},{"id":"https://openalex.org/C2993420144","wikidata":"https://www.wikidata.org/wiki/Q627","display_name":"Nitrogen atom","level":3,"score":0.6879000067710876},{"id":"https://openalex.org/C21951064","wikidata":"https://www.wikidata.org/wiki/Q899212","display_name":"Combinatorial chemistry","level":1,"score":0.6690000295639038},{"id":"https://openalex.org/C46062151","wikidata":"https://www.wikidata.org/wiki/Q19605","display_name":"Halogen","level":3,"score":0.5656999945640564},{"id":"https://openalex.org/C537208039","wikidata":"https://www.wikidata.org/wiki/Q627","display_name":"Nitrogen","level":2,"score":0.45829999446868896},{"id":"https://openalex.org/C32909587","wikidata":"https://www.wikidata.org/wiki/Q11369","display_name":"Molecule","level":2,"score":0.40149998664855957},{"id":"https://openalex.org/C58312451","wikidata":"https://www.wikidata.org/wiki/Q4817200","display_name":"Atom (system on chip)","level":2,"score":0.3831999897956848},{"id":"https://openalex.org/C161624437","wikidata":"https://www.wikidata.org/wiki/Q1988322","display_name":"Small molecule","level":2,"score":0.2809999883174896},{"id":"https://openalex.org/C171250308","wikidata":"https://www.wikidata.org/wiki/Q11468","display_name":"Nanotechnology","level":1,"score":0.26420000195503235}],"mesh":[],"locations_count":2,"locations":[{"id":"doi:10.1021/acs.orglett.6c03002","doi":"https://doi.org/10.1021/acs.orglett.6c03002","is_oa":true,"landing_page_url":"https://doi.org/10.1021/acs.orglett.6c03002","pdf_url":null,"source":{"id":"https://openalex.org/S201989124","display_name":"Organic Letters","issn_l":"1523-7052","issn":["1523-7052","1523-7060"],"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":"cc-by","license_id":"https://openalex.org/licenses/cc-by","version":"publishedVersion","is_accepted":true,"is_published":true,"raw_source_name":"Organic Letters","raw_type":"journal-article"},{"id":"pmid:42695846","doi":null,"is_oa":false,"landing_page_url":"https://pubmed.ncbi.nlm.nih.gov/42695846","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 letters","raw_type":"Journal Article"}],"best_oa_location":{"id":"doi:10.1021/acs.orglett.6c03002","doi":"https://doi.org/10.1021/acs.orglett.6c03002","is_oa":true,"landing_page_url":"https://doi.org/10.1021/acs.orglett.6c03002","pdf_url":null,"source":{"id":"https://openalex.org/S201989124","display_name":"Organic Letters","issn_l":"1523-7052","issn":["1523-7052","1523-7060"],"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":"cc-by","license_id":"https://openalex.org/licenses/cc-by","version":"publishedVersion","is_accepted":true,"is_published":true,"raw_source_name":"Organic Letters","raw_type":"journal-article"},"sustainable_development_goals":[],"study_designs":[],"awards":[{"id":"https://openalex.org/G627574165","display_name":null,"funder_award_id":"69051-ND-1","funder_id":"https://openalex.org/F4320332454","funder_display_name":"American Chemical Society Petroleum Research Fund"}],"funders":[{"id":"https://openalex.org/F4320332454","display_name":"American Chemical Society Petroleum Research Fund","ror":"https://ror.org/059dqb057"}],"has_content":{"pdf":false,"grobid_xml":false},"content_urls":null,"referenced_works_count":43,"referenced_works":["https://openalex.org/W1528724958","https://openalex.org/W1979841817","https://openalex.org/W1998249550","https://openalex.org/W2020094320","https://openalex.org/W2029447639","https://openalex.org/W2033521813","https://openalex.org/W2049453596","https://openalex.org/W2057152625","https://openalex.org/W2057483010","https://openalex.org/W2075873808","https://openalex.org/W2086324549","https://openalex.org/W2097889615","https://openalex.org/W2108028848","https://openalex.org/W2160075780","https://openalex.org/W2316849120","https://openalex.org/W2920845300","https://openalex.org/W2944177281","https://openalex.org/W2950167855","https://openalex.org/W2950592990","https://openalex.org/W2951540172","https://openalex.org/W2952977922","https://openalex.org/W2953233491","https://openalex.org/W3087319978","https://openalex.org/W3153618077","https://openalex.org/W4223525283","https://openalex.org/W4378420696","https://openalex.org/W4386484189","https://openalex.org/W4388823216","https://openalex.org/W4396592778","https://openalex.org/W4398177828","https://openalex.org/W4399880627","https://openalex.org/W4400581728","https://openalex.org/W4406025446","https://openalex.org/W4406347559","https://openalex.org/W4409010813","https://openalex.org/W4409357250","https://openalex.org/W4411429984","https://openalex.org/W4413357175","https://openalex.org/W4414805251","https://openalex.org/W4414862351","https://openalex.org/W4414886315","https://openalex.org/W4416063526","https://openalex.org/W7135099691"],"related_works":["https://openalex.org/W4391754334","https://openalex.org/W2003370919","https://openalex.org/W7221786148","https://openalex.org/W7201835996","https://openalex.org/W2800316949","https://openalex.org/W2951987394","https://openalex.org/W2951665502","https://openalex.org/W2093086555","https://openalex.org/W4384406446","https://openalex.org/W2023025872"],"abstract_inverted_index":{"A":[0],"heterocycle":[1],"remodeling":[2],"protocol":[3],"for":[4],"transforming":[5],"readily":[6],"accessible":[7],"C2/C5-functionalized":[8],"pyrroles":[9],"into":[10,47],"substituted":[11],"pyrimidines":[12,33],"via":[13],"nitrogen":[14,24],"atom":[15],"insertion":[16],"has":[17],"been":[18],"developed,":[19],"using":[20],"sulfenylnitrene":[21],"as":[22,60],"the":[23,42,53],"source.":[25],"This":[26],"method":[27],"enables":[28],"direct":[29],"access":[30],"to":[31,52],"functionalized":[32],"under":[34],"mild":[35],"conditions,":[36],"without":[37],"relying":[38],"on":[39],"metals":[40],"or":[41],"selective":[43],"incorporation":[44],"of":[45,55],"halogens":[46],"pyrimidines,":[48,58],"and":[49],"is":[50],"applicable":[51],"synthesis":[54],"sterically":[56],"hindered":[57],"such":[59],"2,4-ditritylpyrimidine,":[61],"which":[62],"were":[63],"previously":[64],"inaccessible.":[65]},"counts_by_year":[],"updated_date":"2026-10-25T09:29:13.331239","created_date":"2026-09-01T00:00:00"}
