Literature DB >> 22954155

One-pot access to a library of structurally diverse nicotinamide derivatives via a three-component formal aza [3 + 3] cycloaddition.

Giammarco Tenti1, Ma Teresa Ramos, J Carlos Menéndez.   

Abstract

The three-component formal [3 + 3] aza-annulation between chalcones, β-ketoamides, and ammonium acetate in the presence of CAN as a Lewis acid affords good to excellent yields of highly substituted nicotinamides or their fused derivatives. This transformation leads to the formation of one C-C and two C-N bonds in a single synthetic operation and involves up to five individual steps.

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Year:  2012        PMID: 22954155     DOI: 10.1021/co300081k

Source DB:  PubMed          Journal:  ACS Comb Sci        ISSN: 2156-8944            Impact factor:   3.784


  2 in total

1.  A catalyst-free multicomponent domino sequence for the diastereoselective synthesis of (E)-3-[2-arylcarbonyl-3-(arylamino)allyl]chromen-4-ones.

Authors:  Pitchaimani Prasanna; Pethaiah Gunasekaran; Subbu Perumal; J Carlos Menéndez
Journal:  Beilstein J Org Chem       Date:  2014-02-21       Impact factor: 2.883

2.  Nature-inspired remodeling of (aza)indoles to meta-aminoaryl nicotinates for late-stage conjugation of vitamin B3 to (hetero)arylamines.

Authors:  Begur Vasanthkumar Varun; Kannan Vaithegi; Sihyeong Yi; Seung Bum Park
Journal:  Nat Commun       Date:  2020-12-09       Impact factor: 14.919

  2 in total

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