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Application of N‐Acylimidazoles in the Claisen Condensation Reaction
Author(s) -
Quan Haiyuan,
Wang Liuyang,
Wang Zhinan,
Mei Xiangdong,
Ning Jun,
She Dongmei
Publication year - 2020
Publication title -
chemistryselect
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.437
H-Index - 34
ISSN - 2365-6549
DOI - 10.1002/slct.202001944
Subject(s) - claisen condensation , chemistry , reagent , condensation , condensation reaction , claisen rearrangement , hydrolysis , organic chemistry , catalysis , physics , thermodynamics
The Claisen condensation reaction is a classical method used for the formation of C−C bonds. Homo‐ and cross‐Claisen condensation reactions are usually carried out using a Ti(IV)‐based reagent at ultra‐low‐temperatures. In this report, intermediate β‐keto acyl imidazoles were synthesised using a sodium imidazolide‐catalysed homo‐ and cross‐condensation reaction of N ‐acyl imidazoles performed under mild conditions and subsequently used to prepare a range of β‐keto esters and ketones via alcoholysis or hydrolysis. This method is particularly suitable for the synthesis of isotopically‐labelled acetylacetic ester compounds. N ‐acyl imidazole compounds are useful reactants for the Claisen condensation reaction.