Literature DB >> 21244002

Brønsted acid-catalyzed decarboxylative redox amination: formation of N-alkylindoles from azomethine ylides by isomerization.

Hui Mao1, Sichang Wang, Peng Yu, Huiqing Lv, Runsheng Xu, Yuanjiang Pan.   

Abstract

A Brønsted acid-catalyzed decarboxylative redox amination involving aldehydes with 2-carboxyindoline for the synthesis of N-alkylindoles is described. The decarboxylative condensations of aldehydes with 2-carboxyindoline produce azomethine ylides in situ, which then transform into N-alkylindoles by isomerization.
© 2011 American Chemical Society

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Year:  2011        PMID： 21244002     DOI： 10.1021/jo102218v

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


  4 in total

1.  Facile Access to Ring-Fused Aminals via Direct α-Amination of Secondary Amines with ortho-Aminobenzaldehydes. Synthesis of Vasicine, Deoxyvasicine, Deoxyvasicinone, Mackinazolinone and Ruteacarpine.

Authors:  Matthew T Richers; Indubhusan Deb; Alena Yu Platonova; Chen Zhang; Daniel Seidel
Journal:  Synthesis (Stuttg)       Date:  2013-10-06       Impact factor: 3.157

2.  Organocatalytic C-H activation reactions.

Authors:  Subhas Chandra Pan
Journal:  Beilstein J Org Chem       Date:  2012-08-27       Impact factor: 2.883

3.  Formal aromaticity transfer for palladium-catalyzed coupling between phenols and pyrrolidines/indolines.

Authors:  Zihang Qiu; Jiang-Sheng Li; Chao-Jun Li
Journal:  Chem Sci       Date:  2017-08-10       Impact factor: 9.825

4.  Highly diastereoselective synthesis of tricyclic fused-pyrans by sequential hydride shift mediated double C(sp3)-H bond functionalization.

Authors:  Keiji Mori; Nobuaki Umehara; Takahiko Akiyama
Journal:  Chem Sci       Date:  2018-06-25       Impact factor: 9.825
  4 in total

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