Reaction of selenium dichloride with acrylic acid and its derivatives. Regioselective synthesis of new functionalized selenides

被引:5
作者
Potapov, V. A. [1 ]
Khabibulina, A. G. [1 ]
Albanov, A. I. [1 ]
Amosova, S. V. [1 ]
机构
[1] Russian Acad Sci, Siberian Branch, Favorskii Irkutsk Inst Chem, Irkutsk 664033, Russia
基金
俄罗斯基础研究基金会;
关键词
DIVINYL SULFONE; DIBROMIDE; 5-BROMO-2-BROMOMETHYL-1,3-THIASELENOLANE; TELLURIDE; SULFIDE;
D O I
10.1134/S1070428013030044
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Selenium dichloride reacted with acrylic acid, ethyl acrylate, and acrylonitrile at -20A degrees C in a regionselective fashion to give the corresponding anti-Markovnikov adducts. This reaction was used as a basis to develop an efficient procedure for the synthesis of new functionalized selenides in nearly quantitative yields. Raising the temperature to -10A degrees C or ambient led to loss of regioselectivity and formation of mixtures of addition products at both alpha- and beta-positions of the double bond.
引用
收藏
页码:342 / 344
页数:3
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