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Direct access to α-sulfenylated amides/esters via sequential oxidative sulfenylation and C-C bond cleavage of 3-oxobutyric amides/esters. 2018
Yi Jiang, and
Jie-Dan Deng, and
Hui-Hong Wang, and
Jiao-Xia Zou, and
Yong-Qiang Wang, and
Jin-Hong Chen, and
Long-Qing Zhu, and
Hong-Hua Zhang, and
Xue Peng, and
Zhen Wang
School of Pharmacy, Lanzhou University, West Donggang Road. No. 199, Lanzhou 730000, China. pengx13@lzu.edu.cn zhenw@lzu.edu.cn.
An efficient, environmentally benign and unprecedented synthesis of various α-sulfenylated amides/esters has been developed under oxygen atmosphere. The reaction shows good functional group tolerance and excellent chemo/regioselectivity. All the desired products were obtained in moderate to excellent yields, even on the gram scale. Practically, the related α-thiol Weinreb amide can be readily transferred to a series of prospective compounds, and selenium atom can be introduced to the α-sites of the amides in high yields.
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