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Alkyne Difunctionalization and P-C/O Exchange Cascade for Modular Construction of Phosphacoumarins
Huilong Zhu1, Du Luo1, Dingcheng Sun1
1School of Pharmacy, Xuzhou Medical University, Tongshan Road 209, Xuzhou 221004, China.
None:
A Pd-catalyzed addition/cyclization cascade of di- and trialkynylphosphine oxides with (2-hydroxyaryl)boronic acids affords phosphacoumarins bearing P-C(sp), P-C(sp2), or P-C(sp3) linkages in high yields. The reaction proceeds via an unconventional P-C/O exchange in which an alkynyl group serves as the leaving group and the alkyne acts as both the addition site and the leaving group. This single-scaffold approach to three distinct P-C bond types is attractive for the modular synthesis of phosphorus heterocycles.
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