A practical and effective method for the N–N bond cleavage of N-amino-heterocycles

Literature Information

Publication Date 2019-08-27
DOI 10.1039/C9QO00895K
Impact Factor 5.281
Authors

Giacomo Mari, Gianfranco Favi, Stefania Santeusanio, Fabio Mantellini, Lucia De Crescentini


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Abstract

Here we report a robust and operationally simple base-promoted N–N bond cleavage by means of a Michael type addition/E1cb elimination sequence, assisted by 1,2-diaza-1,3-dienes (DDs) on a series of N-aminoheterocycles, to obtain exclusively the corresponding NH-free hetero-ring derivatives, under very mild conditions. The method developed highlights a new and hitherto unexplored face of DDs and opens up fascinating new opportunities for their application in organic chemistry.

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Source Journal

Organic Chemistry Frontiers

Organic Chemistry Frontiers
CiteScore: 7.8
Self-citation Rate: 8.7%
Articles per Year: 724

Organic Chemistry Frontiers publishes high-quality research from across organic chemistry. Emphases are placed on studies that make significant contributions to the field of organic chemistry by reporting either new or significantly improved protocols or methodologies. Topics include, but are not limited to the following: Organic synthesis Development of synthetic methodologies Catalysis Natural products Functional organic materials Supramolecular and macromolecular chemistry Physical and computational organic chemistry

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