Radical rearrangement of aryl/alkylidene malononitriles via aza michael addition/decynoformylation/addition sequence: an access to alpha-aminonitriles and alpha-aminoamides

TitleRadical rearrangement of aryl/alkylidene malononitriles via aza michael addition/decynoformylation/addition sequence: an access to alpha-aminonitriles and alpha-aminoamides
Publication TypeJournal Article
Year of Publication2020
AuthorsBhoite, SP, Bansodes, AH, Suryavanshi, G
JournalJournal of Organic Chemistry
Volume85
Issue23
Pagination14858-14865
Date PublishedDEC
Type of ArticleArticle
ISSN0022-3263
Abstract

An efficient, safe, and environmentally friendly tertiary butyl hydrogen peroxide (TBHP)-mediated rearrangement of aryl/alkylidene malononitrile with anilines has been developed with in situ generation of HCN as the cyanide source for the synthesis of substituted alpha-aminonitriles and alpha-aminoamide. A diverse set of alpha-aminonitriles and alpha-aminoamides was efficiently synthesized in good to excellent yields. This method features a broad substrate scope and good functional group tolerance, and the in situ-generated HCN bypasses the use of an external cyanide source.

DOI10.1021/acs.joc.0c01358
Type of Journal (Indian or Foreign)

Foreign

Impact Factor (IF)

4.335

Divison category: 
Chemical Engineering & Process Development

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