Literature DB >> 27199225

Visible Light Initiated Hantzsch Synthesis of 2,5-Diaryl-Substituted Pyrroles at Ambient Conditions.

Tao Lei1, Wen-Qiang Liu1, Jian Li1, Mao-Yong Huang1, Bing Yang1, Qing-Yuan Meng1, Bin Chen1, Chen-Ho Tung1, Li-Zhu Wu1.   

Abstract

Irradiation of a mixture of enamines and α-bromo ketones, with a catalytic amount of Ir(ppy)3 by visible light (λ = 450 nm), enables the production of various 2,5-diaryl-substituted pyrroles in good to excellent yields. The key intermediates in this reaction have been identified as alkyl radicals, generated from single-electron transfer from the photoexcited Ir(ppy)3* to α-bromo ketones, which subsequently react with a broad range of enamines to undergo the Hantzsch reaction rapidly at ambient conditions.

Entities:  

Year:  2016        PMID: 27199225     DOI: 10.1021/acs.orglett.6b01059

Source DB:  PubMed          Journal:  Org Lett        ISSN: 1523-7052            Impact factor:   6.005


  2 in total

1.  Lead halide perovskites for photocatalytic organic synthesis.

Authors:  Xiaolin Zhu; Yixiong Lin; Jovan San Martin; Yue Sun; Dian Zhu; Yong Yan
Journal:  Nat Commun       Date:  2019-06-28       Impact factor: 14.919

2.  Switching the Regioselectivity Access to Pyrroles and Isoquinolines from Ketoxime Acetates and Ynals.

Authors:  Tanggao Liu; Fan Xu; Xiaojuan Liu; Zhiqing Huang; Lipeng Long; Guohai Xu; Hong Xiao; Zhengwang Chen
Journal:  ACS Omega       Date:  2020-11-23
  2 in total

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