Synthesis of indenols and indanones via catalytic cyclic vinylpalladation of aromatic aldehydes
Synthesis of indenols and indanones via catalytic cyclic vinylpalladation of aromatic aldehydes
复制标题
DOI：
10.1016/s0040-4039(99)00656-5
复制
发表时间：
1999-05-21
影响因子：
1.8
通讯作者：
Yamamoto, Y
中科院分区：
文献类型：
--
作者：
Gevorgyan, V;Quan, LG;Yamamoto, Y
邻溴苯甲醛1在钯催化剂的存在下，连续地与内炔2进行分子间碳配位，然后与醛的分子内亲核乙烯基配位反应，高产率地合成了吲哚类化合物4。在更高的温度下进一步加热使4完全异构化为相应的吲哚类化合物8。提出了芳香醛的亲核烯基缩合反应的机理。(C)1999爱思唯尔科学有限公司。保留所有权利。
o-Bromobenzaldehyde 1, in the presence of a palladium catalyst, smoothly underwent consecutive intermolecular carbopalladation with internal alkynes 2 and then intramolecular nucleophilic vinylpalladation of the aldehyde function to produce the indenol derivatives 4 in high yields. Further heating of 4 under more elevated temperature caused complete isomerization to the corresponding indanones 8. A mechanism for this nucleophilic vinylpalladation of aromatic aldehydes is proposed. (C) 1999 Elsevier Science Ltd. All rights reserved.