Visible-light-induced cyanation of aza-Baylis-Hillman adducts: a Michael type addition

被引：35
作者：
Srivastava, Vishnu P. [1 ]
Yadav, Arvind K. [1 ]
Yadav, Lal Dhar S. [1 ]
机构：
[1] Univ Allahabad, Dept Chem, Green Synth Lab, Allahabad 211002, Uttar Pradesh, India
来源：
TETRAHEDRON LETTERS | 2014年 / 55卷 / 10期
关键词：
Air oxidation; Baylis-Hillman adducts; Cyanation; Michael adducts; Photoredox catalysis; Visible light; C-H BONDS; PHOTOREDOX CATALYSIS; DUAL CATALYSIS; IONIC LIQUID; OXIDATION; PHOTOCATALYSIS; ALCOHOLS; ALKYNYLATION; CYCLIZATION; CONVERSION;
D O I：
10.1016/j.tetlet.2014.01.121
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
Visible-light-induced aerobic oxidative cyanation of aza-Baylis-Hillman (aza-BH) adducts providing valuable allylic cyanides in good to excellent yields has been developed. The protocol involves in situ formation of 4 pi conjugated iminium ion intermediates, which undergo cyanation at the gamma-position to afford Michael type adducts. This is the first example of visible-light-induced catalytic functionalization of aza-BH adducts using air (O-2) as an economical and ecosustainable oxidant and TMSCN as a convenient and readily available cyanide source. (C) 2014 Elsevier Ltd. All rights reserved.
引用
收藏
页码：1788 / 1792
页数：5
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