{"title":"通过无金属脱羧合成依赖炔的吡咯和丙胺","authors":"Ziqi Yi, Peng Li, Shuailin Fan, Huangdi Feng, Junhai Huang","doi":"10.1002/ejoc.202500262","DOIUrl":null,"url":null,"abstract":"Pyrrolines are crucial in the discovery and development of pharmaceuticals. Herein, a metal‐free multicomponent decarboxylative reaction has been developed that is extremely effective and brief. The reaction is performed to form iminium salt intermediates through decarboxylative condensation of <jats:italic>N</jats:italic>‐benzylglycines and formaldehyde. Subsequent chemoselective [3 + 2] cyclization or nucleophilic addition of alkynes leads to the generation of various pyrrolines or propargylamines in moderate to good yields, respectively. The approach is environmentally benign, easily implemented, and tolerates a wide range of functional groups.","PeriodicalId":167,"journal":{"name":"European Journal of Organic Chemistry","volume":"9 1","pages":""},"PeriodicalIF":2.5000,"publicationDate":"2025-07-14","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":"{\"title\":\"Alkyne‐Dependent Synthesis of Pyrrolines and Propargylamines through Metal‐Free Decarboxylation\",\"authors\":\"Ziqi Yi, Peng Li, Shuailin Fan, Huangdi Feng, Junhai Huang\",\"doi\":\"10.1002/ejoc.202500262\",\"DOIUrl\":null,\"url\":null,\"abstract\":\"Pyrrolines are crucial in the discovery and development of pharmaceuticals. Herein, a metal‐free multicomponent decarboxylative reaction has been developed that is extremely effective and brief. The reaction is performed to form iminium salt intermediates through decarboxylative condensation of <jats:italic>N</jats:italic>‐benzylglycines and formaldehyde. Subsequent chemoselective [3 + 2] cyclization or nucleophilic addition of alkynes leads to the generation of various pyrrolines or propargylamines in moderate to good yields, respectively. The approach is environmentally benign, easily implemented, and tolerates a wide range of functional groups.\",\"PeriodicalId\":167,\"journal\":{\"name\":\"European Journal of Organic Chemistry\",\"volume\":\"9 1\",\"pages\":\"\"},\"PeriodicalIF\":2.5000,\"publicationDate\":\"2025-07-14\",\"publicationTypes\":\"Journal Article\",\"fieldsOfStudy\":null,\"isOpenAccess\":false,\"openAccessPdf\":\"\",\"citationCount\":\"0\",\"resultStr\":null,\"platform\":\"Semanticscholar\",\"paperid\":null,\"PeriodicalName\":\"European Journal of Organic Chemistry\",\"FirstCategoryId\":\"92\",\"ListUrlMain\":\"https://doi.org/10.1002/ejoc.202500262\",\"RegionNum\":3,\"RegionCategory\":\"化学\",\"ArticlePicture\":[],\"TitleCN\":null,\"AbstractTextCN\":null,\"PMCID\":null,\"EPubDate\":\"\",\"PubModel\":\"\",\"JCR\":\"Q2\",\"JCRName\":\"CHEMISTRY, ORGANIC\",\"Score\":null,\"Total\":0}","platform":"Semanticscholar","paperid":null,"PeriodicalName":"European Journal of Organic Chemistry","FirstCategoryId":"92","ListUrlMain":"https://doi.org/10.1002/ejoc.202500262","RegionNum":3,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q2","JCRName":"CHEMISTRY, ORGANIC","Score":null,"Total":0}
Alkyne‐Dependent Synthesis of Pyrrolines and Propargylamines through Metal‐Free Decarboxylation
Pyrrolines are crucial in the discovery and development of pharmaceuticals. Herein, a metal‐free multicomponent decarboxylative reaction has been developed that is extremely effective and brief. The reaction is performed to form iminium salt intermediates through decarboxylative condensation of N‐benzylglycines and formaldehyde. Subsequent chemoselective [3 + 2] cyclization or nucleophilic addition of alkynes leads to the generation of various pyrrolines or propargylamines in moderate to good yields, respectively. The approach is environmentally benign, easily implemented, and tolerates a wide range of functional groups.
期刊介绍:
The European Journal of Organic Chemistry (2019 ISI Impact Factor 2.889) publishes Full Papers, Communications, and Minireviews from the entire spectrum of synthetic organic, bioorganic and physical-organic chemistry. It is published on behalf of Chemistry Europe, an association of 16 European chemical societies.
The following journals have been merged to form two leading journals, the European Journal of Organic Chemistry and the European Journal of Inorganic Chemistry:
Liebigs Annalen
Bulletin des Sociétés Chimiques Belges
Bulletin de la Société Chimique de France
Gazzetta Chimica Italiana
Recueil des Travaux Chimiques des Pays-Bas
Anales de Química
Chimika Chronika
Revista Portuguesa de Química
ACH—Models in Chemistry
Polish Journal of Chemistry.