4.3 Article

ONE-STEP CONVERSION OF ACETOPHENONES TO α-HALOACETOPHENONE DIMETHYL ACETALS USING DCDMH/DBDMH AND MOLECULAR SIEVE IN METHANOL

Journal

SYNTHETIC COMMUNICATIONS
Volume 42, Issue 10, Pages 1445-1453

Publisher

TAYLOR & FRANCIS INC
DOI: 10.1080/00397911.2010.540696

Keywords

Acetophenone; 1,3-dibromo-5,5-dimethylhydantoin; 1,3-dichloro-5,5-dimethylhydantoin; alpha-haloacetophenone dimethyl acetals; molecular sieve; one-step conversion; piperidine

Funding

  1. Shanghai Foundation of Science and Technology [073919106]

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Using DCDMH/DBDMH as N-halo reagent, piperidine as catalyst, and 4-A molecular sieve as water-removing agent, alpha-haloacetophenone dimethyl acetals were directly obtained from the solvent of methanol. As to the substrates with electron-withdrawing groups, the conversions were 80-100%.

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