A facile approach for the synthesis of nido-carborane fused oxazoles via one pot deboronation/cyclization of 9-amide-o-carboranes

A facile approach for the synthesis of nido-carborane fused oxazoles via one pot deboronation/cyclization of 9-amide-o-carboranes
复制标题

一种通过 9-酰胺-邻碳硼烷一锅脱硼/环化合成硝基碳硼烷稠合恶唑的简便方法

DOI:
10.1039/c8cc07728b
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发表时间:
2019
影响因子:
4.9
通讯作者:
Yang Junxiao
Yang Junxiao
中科院分区:
化学2区
文献类型:
--
作者:
Zhang Cai Yan;Cao Ke;Xu Tao Tao;Wu Ji;Jiang Linhai;Yang Junxiao

文献摘要

被引文献

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以9-酰胺基-O-碳硼烷为原料,在Pd(OAc)2、AgOAc和K2 CO 3的协同作用下,一锅脱硼/环化反应合成了巢式-7,8-碳硼烷并恶唑。基于关键脱硼中间体的成功分离和结构表征,提出了一个合理的机制,包括酰胺导向的B-H键亲电钯化和脱硼/环化过程。
A one pot deboronation/cyclization of 9-amide-o-carboranes for the synthesis of nido-7,8-carborane fused oxazole by cooperation of Pd(OAc)2, AgOAc and K2CO3 has been developed. A plausible mechanism involving an amide directed electrophilic palladation of the B–H bond and deboronation/cyclization process was proposed based on the successful isolation and structural characterization of the key deboronated intermediate.