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Synthesis of α,β‐Dicarbonylhydrazones by Aerobic Manganese‐Catalysed Oxidation
Author(s) -
Carrasco Carlos J.,
Montilla Francisco,
Álvarez Eleuterio,
Galindo Agustín
Publication year - 2018
Publication title -
advanced synthesis and catalysis
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.541
H-Index - 155
eISSN - 1615-4169
pISSN - 1615-4150
DOI - 10.1002/adsc.201800601
Subject(s) - chemistry , manganese , functional group , hydrogen atom , catalysis , atom (system on chip) , oxidation process , photochemistry , combinatorial chemistry , group (periodic table) , organic chemistry , chemical engineering , computer science , embedded system , polymer , engineering
A practical, simple, and efficient manganese‐catalysed oxidation of C( sp 2 )−H bond in readily available β‐carbonylenehydrazine under aerobic conditions has been developed. This protocol exhibits a wide range of functional group tolerance in β‐carbonylenehydrazines to afford α,β‐dicarbonylhydrazones. Experimental and theoretical results suggest that the reaction very likely proceeds through a radical pathway via a hydrogen‐atom‐transfer process promoted by a Mn III species.