Literature DB >> 33259210

Potassium Acetate-Catalyzed Double Decarboxylative Transannulation To Access Highly Functionalized Pyrroles.

Jun-Kuan Li1,2, Biying Zhou3, Yu-Chen Tian1,2, Chunman Jia4, Xiao-Song Xue3, Fa-Guang Zhang1,2, Jun-An Ma1,2,3.   

Abstract

The development of new synthetic strategies for the efficient construction of versatile pyrrole pharmacores, especially in an operationally simple and environmentally benign fashion, still remains a momentous yet challenging goal. Here, we report a KOAc-catalyzed double decarboxylative transannulation between readily accessible oxazolones and isoxazolidinediones. This transformation represents a new way for skeletal remodeling by utilizing CO2 moiety as traceless activating and directing groups in both reaction partners. The synthetic value is evidenced by the rapid preparation of a broad spectrum of highly functionalized 3-carbamoyl-4-aryl pyrroles in good to excellent yields with exclusive regio-control, including the important Atorvastatin core.

Entities:  

Year:  2020        PMID: 33259210     DOI: 10.1021/acs.orglett.0c03621

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


  1 in total

1.  Synthesis of unsymmetrically tetrasubstituted pyrroles and studies of AIEE in pyrrolo[1,2-a]pyrimidine derivatives.

Authors:  Taian Li; Mong-Feng Chiou; Yajun Li; Changqing Ye; Min Su; Mengyu Xue; Xiaobin Yuan; Chuanchuan Wang; Wen-Ming Wan; Daliang Li; Hongli Bao
Journal:  Chem Sci       Date:  2022-04-20       Impact factor: 9.969

  1 in total

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