Catalysis

Stereochemistry

Medicinal chemistry

Xanthene

Combinatorial chemistry

Organic chemistry

Quinone

Chemistry

Quinone methide

Aryne

Cyclopentanes

The Journal of Organic Chemistry

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.

[4 + 2] Cyclization of <i>para</i>-Quinone Methide Derivatives with Alkynes

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