Radical rearrangement of aryl/alkylidene malononitriles via aza michael addition/decynoformylation/addition sequence: an access to alpha-aminonitriles and alpha-aminoamides
Title | Radical rearrangement of aryl/alkylidene malononitriles via aza michael addition/decynoformylation/addition sequence: an access to alpha-aminonitriles and alpha-aminoamides |
Publication Type | Journal Article |
Year of Publication | 2020 |
Authors | Bhoite, SP, Bansodes, AH, Suryavanshi, G |
Journal | Journal of Organic Chemistry |
Volume | 85 |
Issue | 23 |
Pagination | 14858-14865 |
Date Published | DEC |
Type of Article | Article |
ISSN | 0022-3263 |
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. |
DOI | 10.1021/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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