基于1,3-双（三甲基硅氧基）-1,3-丁二烯的区域选择性[3 + 3]环缩合反应一锅法合成6-（噻吩-2-基）-和6-（呋喃-2-基）水杨酸酯。
One-pot synthesis of 6-(thien-2-yl)- and 6-(fur-2-yl)salicylates based on regioselective [3 + 3] cyclocondensations of 1,3-bis(trimethylsilyloxy)-1,3-butadienes.
作者信息
Hussain Ibrar, Riahi Abdolmajid, Yawer Mirza Arfan, Villinger Alexander, Fischer Christine, Görls Helmar, Langer Peter
机构信息
Institut für Chemie, Universität Rostock, Albert-Einstein-Str. 3a, 18059 Rostock, Germany.
出版信息
Org Biomol Chem. 2008 Oct 7;6(19):3542-51. doi: 10.1039/b803472a. Epub 2008 Jul 16.
6-(Thien-2-yl) and 6-(fur-2-yl)salicylates are prepared by TiCl(4)-mediated [3 + 3] cyclocondensations of 1,3-bis(trimethylsilyloxy)-1,3-butadienes with 3-(thien-2-yl)- and 3-(fur-2-yl)-3-silyloxy-2-en-1-ones, respectively. The regioselectivity of the cyclization depends on the substitution pattern of the 3-silyloxy-2-en-1-one.
6 -（噻吩 - 2 - 基）和6 -（呋喃 - 2 - 基）水杨酸酯分别通过TiCl(4)介导的1,3 - 双（三甲基硅氧基）-1,3 - 丁二烯与3 -（噻吩 - 2 - 基）- 和3 -（呋喃 - 2 - 基）-3 - 硅氧基 - 2 - 烯 - 1 - 酮的[3 + 3]环缩合反应制备。环化反应的区域选择性取决于3 - 硅氧基 - 2 - 烯 - 1 - 酮的取代模式。
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