Literature DB >> 30474975

Nickel-Catalyzed Synthesis of N-Substituted Pyrroles Using Diols with Aryl- and Alkylamines.

Khushboo Singh1, Lalit Mohan Kabadwal1, Sourajit Bera1, Anitha Alanthadka1, Debasis Banerjee1.   

Abstract

Herein, nickel-catalyzed sustainable strategy for the synthesis of N-substituted pyrroles using butene-1,4-diols and butyne-1,4-diols with a series of aryl-, alkyl-, and heteroarylamines is reported. The catalytic protocol is tolerant of free alcohol, halide, alkyl, alkoxy, oxygen heterocycles, activated benzyl, and the pyridine moiety and resulted in up to 90% yield. Initial mechanistic studies involving defined nickel catalyst, determination of rate, and order of reaction including deuterium-labeling experiments were performed for pyrrole synthesis.

Entities:  

Year:  2018        PMID: 30474975     DOI: 10.1021/acs.joc.8b02666

Source DB:  PubMed          Journal:  J Org Chem        ISSN: 0022-3263            Impact factor:   4.354


  2 in total

Review 1.  Synthesis of N-Heterocycles via Oxidant-Free Dehydrocyclization of Alcohols Using Heterogeneous Catalysts.

Authors:  Kangkang Sun; Hongbin Shan; Guo-Ping Lu; Chun Cai; Matthias Beller
Journal:  Angew Chem Int Ed Engl       Date:  2021-08-03       Impact factor: 16.823

2.  Three-component reactions of aromatic amines, 1,3-dicarbonyl compounds, and α-bromoacetaldehyde acetal to access N-(hetero)aryl-4,5-unsubstituted pyrroles.

Authors:  Wenbo Huang; Kaimei Wang; Ping Liu; Minghao Li; Shaoyong Ke; Yanlong Gu
Journal:  Beilstein J Org Chem       Date:  2020-11-30       Impact factor: 2.883

  2 in total

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