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Short Paper | Regular issue | Vol 91, No. 8, 2015, pp.1660-1667
Published online, 8th July, 2015
DOI: 10.3987/COM-15-13257
Synthesis of 2-(Arylmethylene)-1,4-benzoxazin-3-one by One-Pot Sonogashira and 6-exo-Dig Cyclization

Dahye Lee, Sunhwa Park, Yosep Yu, Kye Jung Shin, and Jae Hong Seo*

*College of Pharmacy, The Catholic University of Korea, 43 Jinong-ro Wonmi-gu Bucheon, Gyeonggi-do, 420-743, Korea


A novel, efficient one-pot approach to synthesize 2-(arylmethylene)-1,4-benzoxazin-3-ones has been developed. This method effectively combined the Sonogashira reaction of electron-deficient propiolamide and successive 6-exo-dig cyclization to selectively provide (Z)-isomers of 2-(arylmethylene)-1,4-benzoxazin-3-ones in good yield.