Iron-catalyzed [3 + 2]-cycloaddition of in situ generated N-ylides with alkynes or olefins: access to multi-substituted/polycyclic pyrrole derivatives. Issue 3 (2nd January 2020)

• Record Type: Journal Article
• Authors: Zhou, Kai; Bao, Ming; Huang, Jingjing; Kang, Zhenghui; Xu, Xinfang; Hu, Wenhao; Qian, Yu
• Is Part Of: Organic & biomolecular chemistry. Volume 18:Issue 3(2019)
• Page Start: 409
• Page End: 414
• Publication Date: 2020-01-02
• Subjects: Chemistry, Organic -- Periodicals; Bioorganic chemistry -- Periodicals; Chemistry, Physical organic -- Periodicals; 547
• DOI: 10.1039/c9ob02571e
• Languages: English
• ISSNs: 1477-0520

Abstract

Abstract : An iron-catalyzed three-component reaction of benzimidazoles with diazoacetates and electron-deficient alkynes or alkenes that delivers multi-substituted pyrroles, pyrrolo[1, 2- a ]benzimidazoles and pyrrolo[1, 2- a ] quinoxalinones has been reported. Abstract : An iron-catalyzed one-pot three-component reaction of 1-substituted benzimidazoles with diazoacetates and electron-deficient alkynes or alkenes has been reported. Mechanistically, the reaction goes through a 1, 3-dipolar cycloaddition of catalytically generated benzimidazolium N -ylides with various activated alkynes or alkenes, leading to multi-substituted and polycyclic fused pyrrole derivatives, respectively.