Three-Component Coupling Reactions Involving Arynes, Phosphites, and Aldehydes toward 3-Mono-Substituted Benzoxaphosphole 1-Oxides

A mild,efficient, and transition-metal-free three-component couplingreaction involving arynes, phosphites, and aldehydes was establishedto afford 3-mono-substituted benzoxaphosphole 1-oxides. A range of3-mono-substituted benzoxaphosphole 1-oxides was obtained from botharyl- and aliphatic-substituted aldehydes in moderate to good yields.Moreover, the synthetic utility of the reaction was demonstrated bya Gram-scale reaction and the transformation of the products intovarious P-containing bicycles.

Automated summary

A mild, efficient, and transition-metal-free three-component coupling reaction involving arynes, phosphites, and aldehydes was established. It produced 3-mono-substituted benzoxaphosphole 1-oxides. A range of 3-mono-substituted benzoxaphosphole 1-oxides was obtained from both aryl- and aliphatic-substituted aldehydes in moderate to good yields. The reaction's synthetic utility was demonstrated by a Gram-scale reaction and the transformation of the products into various P-containing bicycles.