Palladium/benzoic acid-catalyzed hydroalkoxylation of alkynes

被引：97

作者：

Kadota, I

Lutete, LM

Shibuya, A

Yamamoto, Y ^{[1
]}

机构：

[1] Tohoku Univ, Dept Chem, Grad Sch Sci, Sendai, Miyagi 9808578, Japan

[2] Tohoku Univ, Res Ctr Sustainable Mat Engn, Inst Multidisciplinary Res Adv Mat, Sendai, Miyagi 9808578, Japan

来源：

TETRAHEDRON LETTERS | 2001年 / 42卷 / 35期

关键词：

D O I：

10.1016/S0040-4039(01)01207-2

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The reaction of the internal alkyne 1 with alcohols 2 in the presence of a catalytic amount of Pd(PPh3)(4) and benzoic acid in dioxane at 100 degreesC gave the allylic ethers 3 in good to high yields. The reaction proceeds via the palladium/benzoic acid-catalyzed isomerization of the alkyne 1 to allene 6. followed by the addition of alcohols 2 to the pi -allylpalladium intermediate 7 formed by the hydropalladation of the resulting allene 6. Furthermore. the intramolecular reaction of alkynes having a hydroxy group at the terminus of the carbon chain gave five- and six-membered cyclic ethers in good yields. (C) 2001 Elsevier Science Ltd. All rights reserved.

引用

页码：6207 / 6210

页数：4

共 17 条

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