Citation: Yi Yi Weng, Jian Jun Li, Wei Ke Su. An approach to synthesis of (Z)-2-chloro-l,3-diarylpropen-l-ones by Vilsmeier reagent (bis-(trichloromethyl) carbonate/DMF)[J]. Chinese Chemical Letters, ;2011, 22(12): 1395-1398. doi: 10.1016/j.cclet.2011.07.006 shu

An approach to synthesis of (Z)-2-chloro-l,3-diarylpropen-l-ones by Vilsmeier reagent (bis-(trichloromethyl) carbonate/DMF)

Key Laboratory of Pharmaceutical Engineering of Ministry of Education, College of Pharmaceutical Sciences, Zhejiang University of Technology, Hangzhou 310014, China

Received Date: 13 April 2011

Fund Project: We are grateful to the National Natural Science Foundation of China (Nos.20806073 and 20876147) and the National Key Technology Research and Development Program (No.2007BAI34B06) for financial support.

A series of (Z)-2-chloro-l, 3-diarylpropen-l-ones were unexpectedly synthesized in moderate yields by treatment of easily available 2, 3-epoxy-l, 3-diarylpropan-1 -ones with Vilsmeier reagent, which was derived from bis (trichloromethyl) carbonate (BTC, triphosgene) and DMF. A possible mechanism was also proposed, where sequential ring-opening, halogenation and elimination reactions were involved.
- Ring-opening,
- Halogenation,
- Vilsmeier reagent,
- Bis-(trichloromethyl) carbonate,
- (Z)-2-Chloro-1,3-diaryl-2-enones
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