The facile synthesis of benzothiazolylideneacetates and 1,4-benzothiazines through a highly controllable oxidation of benzothiazolylacetates
The facile synthesis of benzothiazolylideneacetates and 1,4-benzothiazines through a highly controllable oxidation of benzothiazolylacetates
复制标题
通过苯并噻唑基乙酸酯的高度可控氧化轻松合成苯并噻唑亚基乙酸酯和1,4-苯并噻嗪
DOI：
10.1016/j.tetlet.2009.05.083
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发表时间：
2009-08-05
影响因子：
1.8
通讯作者：
Deng, Wei-Ping
中科院分区：
文献类型：
--
作者：
Pi, Hong-Jun;Liu, Hua;Deng, Wei-Ping
苯并噻唑亚基乙酸酯和1，4-苯并噻嗪的合成被发现是高度可控的，通过相应的氧化剂的简单交换。结果表明，苯并噻唑乙酸酯经间CPBA氧化扩环得到1，4-苯并噻唑，经DDQ脱氢得到苯并噻唑亚基乙酸酯，收率较高。两种骨架的结构均通过X射线衍射得到证实。因此，以前报道的合成苯并噻唑亚基乙酸酯的方法是不正确的。(C)2009爱思唯尔有限公司保留所有权利。
The synthesis of benzothiazolylideneacetates and 1,4-benzothiazine was found to be highly controllable via simple exchange of corresponding oxidants. It turned out that the treatment of benzothiazolylacetates with m-CPBA gave 1,4-benzothiazines via oxidative ring expansion process, and with DDQ gave benzothiazolylideneacetates via dehydrogenation, in good yield, respectively. The structures of both skeletons were confirmed by their X-ray diffractions. A previously reported method for the synthesis of benzothiazolylideneacetates was thus proved to be incorrect. (C) 2009 Elsevier Ltd. All rights reserved.