Literature DB >> 19252330

One-pot N-arylation of indoles directly from N-arylsulfonylindoles via consecutive deprotection and S(N)Ar Reactions with activated Aryl halides.

Hui Xu1, Ling-Ling Fan.   

Abstract

An efficient one-pot step by step t-BuOK-mediated procedure for the synthesis of N-arylindoles has been developed in moderate to good yields. The protocol involves the consecutive deprotection of N-arylsulfonylindoles as latent indoles and subsequent S(N)Ar reactions with activated aryl halides. This tandem reaction affords an efficient and convenient preparation of N-arylindoles that benefit from prior indoles protection by arylsulfonyl group, and can shorten a reaction sequence and improve synthetic efficiency.

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Year:  2009        PMID: 19252330     DOI: 10.1248/cpb.57.321

Source DB:  PubMed          Journal:  Chem Pharm Bull (Tokyo)        ISSN: 0009-2363            Impact factor:   1.645


  1 in total

1.  Synthesis of benzopyrano[4,3-b](N-arylsulfonyl)indoles and benzopyrano[3,4-b](N-arylsulfonyl)indoles via intramolecular palladium-catalyzed aryl-aryl coupling reaction.

Authors:  Ling-Ling Fan; Zhi-Ping Che; Rui Zhang; Xiang Yu; Xiao-Yan Zhi; Hui Xu
Journal:  Mol Divers       Date:  2012-04-22       Impact factor: 2.943

  1 in total

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