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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
Chemical Communications ( IF 4.9 ) Pub Date : 2017-12-15 00:00:00 , DOI: 10.1039/c7cc09026a
Yi Jiang 1, 2, 3 , Jie-dan Deng 2, 3, 4, 5, 6 , Hui-hong Wang 1, 2, 3 , Jiao-xia Zou 1, 2, 3 , Yong-qiang Wang 1, 2, 3 , Jin-hong Chen 1, 2, 3 , Long-qing Zhu 1, 2, 3 , Hong-hua Zhang 1, 2, 3 , Xue Peng 1, 2, 3 , Zhen Wang 1, 2, 3, 4, 5
Affiliation  

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.

中文翻译:

通过顺序的3-氧代丁酸酰胺/酯的氧化亚磺酰基化和CC键裂解,可直接获得α-亚磺酰化的酰胺/酯

在氧气气氛下,已经开发出一种高效,环境友好的和前所未有的合成各种α-亚磺酰化酰胺/酯的方法。该反应显示出良好的官能团耐受性和优异的化学/区域选择性。即使在克规模上,也以中等至极好的收率获得了所有所需的产品。实际上,相关的α-硫醇Weinreb酰胺可以很容易地转移到一系列预期的化合物中,并且硒原子可以高产率地引入到酰胺的α-位。
更新日期:2018-01-18
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