[4 + 2] Cyclization of para-Quinone Methide Derivatives with Alkynes. 2018

Guang-Jian Mei, and Shao-Li Xu, and Wen-Qin Zheng, and Chen-Yu Bian, and Feng Shi
School of Chemistry and Materials Science, Jiangsu Normal University , Xuzhou 221116, China.

The first cyclization of para-quinone methide derivatives with alkynes was established by utilizing the [4 + 2] reaction of ortho-hydroxyphenyl-substituted para-quinone methides with ynones or benzyne, which efficiently constructed the scaffolds of chromene and xanthene in high yields (up to 88%). This protocol has not only fulfilled the task of developing cyclization reactions of para-quinone methide derivatives but also provided an efficient method for constructing chromene and xanthene scaffolds.

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