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Unified Approach to (Thio)chromenones via One-Pot Friedel-Crafts Acylation/Cyclization: Distinctive Mechanistic Pathways of β-Chlorovinyl Ketones

Hun Young Kim, Eunsun Song and Kyungsoo Oh*

*Center for Metareceptome Research, College of Pharmacy, Chung-Ang University, 84 Heukseok-ro, Dongjak, Seoul 06974, Republic of Korea, Email: kyungsooohcau.ac.kr

H. Y. Kim, E. Song, K. Oh, Org. Lett., 2017, 19, 312-315.

DOI: 10.1021/acs.orglett.6b03348


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Abstract

A one-pot Friedel-Crafts acylation of alkynes with suitably substituted benzoyl chlorides provides chromenones and thiochromenones. The ready availability of both starting materials, alkynes and benzoyl chlorides, coupled with the experimental simplicity makes the current synthetic method to (thio)chromenones fast, efficient, and practical.

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Key Words

Friedel-Crafts Acylation, chromones, thiochromones


ID: J54-Y2017