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Chemoselective preparation of ketones by the grignard reaction of N ‐acylpyrazoles
Author(s) -
Kashima Choji,
Kita Isanobu,
Takahashi Katsumi,
Hosomi Akira
Publication year - 1995
Publication title -
journal of heterocyclic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.321
H-Index - 59
eISSN - 1943-5193
pISSN - 0022-152X
DOI - 10.1002/jhet.5570320104
Subject(s) - chemistry , ketone , reagent , grignard reaction , yield (engineering) , grignard reagent , organic chemistry , combinatorial chemistry , materials science , metallurgy
N ‐Acylpyrazoles afford chemoselectively the corresponding ketones in good yields by the use of equimolar amounts of Grignard reagent. In the case of an optically active N ‐acylpyrazole, optical asymmetry was retained in comparable optical yield. Ketone formation by the Grignard reactions can be regarded as an important functionalization in a synthetic loop using pyrazoles as the auxiliary compound.