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Study of the Chemoselectivity of Grignard Reagent Addition to Substrates Containing Both Nitrile and Weinreb Amide Functionalities
Author(s) -
Harikrishna Kommidi,
Rakshit Ananya,
Aidhen Indrapal Singh
Publication year - 2013
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.201300622
Subject(s) - chemoselectivity , chemistry , amide , nitrile , reagent , organic chemistry , grignard reaction , combinatorial chemistry , grignard reagent , catalysis
Several substrates containing both cyano and Weinreb amide functionalities have been synthesized to study the chemoselectivity of their reactions with organomagnesium bromides (ArMgBr and RMgBr). Excellent chemoselectivity towards the Weinreb amide was observed in most cases, even in the presence of excess Grignard reagent, affording cyano ketones in good‐to‐excellent yields.