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Published TCIMAIL newest issue No.197
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Reagent for Preparation of Weinreb Amides
No.153(December 2014)
N-Methoxy-N-methylamides (Weinreb amides) are well known as precursors to site-selective synthesis of unsymmetrical ketones.
In recent years, various synthetic methods for Weinreb amides using N-methoxy-N-methylcarbamoyl chloride (1) have been reported. According to their reports, Weinreb amides are synthesized by the reaction of 1 with organoboronic acids,1) organostannanes,2) Grignard reagents3) and alkylphosphonates,4) respectively.
References
- 1)Palladium-catalyzed preparation of Weinreb amides from boronic acids and N-methyl-N-methoxycarbamoyl chloride
- 2)Palladium-catalyzed coupling reactions of N-methoxy-N-methylcarbamoyl chloride for the synthesis of N-methoxy-N-methylamides
- 3)A novel synthesis of N-methoxy-N-methylamides from 4,6-pyrimidyl urethane and Grignard reagents
- 4)Preparation of [1-(methoxymethylcarbamoyl)ethyl]phosphonic acid bis-(2,2,2-trifluoroethyl)ester: A useful intermediate in the synthesis of Z-unsaturated N-methoxy-N-methylamides
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