Organic Letters
Organic Letters
4 years ago

Selective Phosphoramidation and Phosphonation of Benzoxazoles via Sequence Control

Selective Phosphoramidation and Phosphonation of Benzoxazoles via Sequence Control
Yufeng Wang, Zheng Zhu, Shengmei Guo, Ling Huang, Jiuhan Gong, Hu Cai
A selective phosphoramidation and phosphonation of benzoxazole was developed with trialkyl phosphites in the presence of iodine under mild conditions. In the reaction, the transformation completes in 10 min at room temperature and the substrates are well tolerant, as 2-substituted azoles could afford the quaternary carbon-centered products. Significantly, phosphites could be selectively introduced into the C- and N-positions of the benzoxazoles by controlling the addition sequence and the ratio of substrates.

Publisher URL: http://dx.doi.org/10.1021/acs.orglett.7b00726

DOI: 10.1021/acs.orglett.7b00726

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