Highly regioselective ring-opening of aziridines with arenesulfinates on water: a facile access to β-amino/vinyl sulfones

被引:25
作者
Chawla, Ruchi [1 ]
Singh, Atul K. [1 ]
Yadav, Lal Dhar S. [1 ]
机构
[1] Univ Allahabad, Dept Chem, Green Synth Lab, Allahabad 211002, Uttar Pradesh, India
关键词
Aziridines; Sodium sulfinates; beta-Amino sulfones; Vinyl sulfones; Green methodology; HIV PROTEASE INHIBITORS; AZA-MICHAEL ADDITION; ALPHA-AMINO-ACIDS; VINYL SULFONES; HYDROXY SULFONES; STEREOSELECTIVE-SYNTHESIS; PIPERIDINE-DERIVATIVES; ASYMMETRIC-SYNTHESIS; ANTHRANILIC ACIDS; ALKENYL SULFONES;
D O I
10.1016/j.tet.2012.12.028
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
We have developed a LiBr catalyzed efficient synthesis of beta-amino sulfones from readily available aziridines and sodium sulfinates in good to excellent yields. The synthetic potential of beta-amino sulfones has also been demonstrated by their facile conversion to the corresponding vinyl sulfones. The use of water as reaction media, atom-economy and isolation of products by simple filtration in the case of solid beta-amino sulfones are certain green virtues of the synthetic protocol. (C) 2012 Elsevier Ltd. All rights reserved.
引用
收藏
页码:1720 / 1724
页数:5
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