Mo-Au combo catalysis for rapid 1,3-rearrangement of propargyl alcohols into α,β-unsaturated carbonyl compounds

被引：126

作者：

Egi, Masahiro ^{[1
]}

Yamaguchi, Yoshiko ^{[1
]}

Fujiwara, Noboru ^{[1
]}

Akai, Shuji ^{[1
]}

机构：

[1] Univ Shizuoka, Sch Pharmaceut Sci, Suruga Ku, Shizuoka 4228526, Japan

来源：

ORGANIC LETTERS | 2008年 / 10卷 / 09期

关键词：

D O I：

10.1021/ol800596c

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The combination of Mo and cationic Au catalysts dramatically accelerated the rearrangement of diverse propargyl alcohols, which includes a short reaction time, mild conditions, and high product yields. A practical application to the highly challenging primary propargyl alcohols and the N-alkynyl amides is achieved.

引用

页码：1867 / 1870

页数：4

共 26 条

[21] RUPE AND MEYER-SCHUSTER REARRANGEMENTS [J].

SWAMINATHAN, S ;

NARAYANAN, KV .

CHEMICAL REVIEWS, 1971, 71 (05) :429-+

[22]

THERON F, 1978, CHEM CARBON CARBON 1, pCH10

[23] Gold-catalyzed efficient formation of alkenyl enol esters/carbonates from trimethylsilylmethyl-substituted propargyl esters/carbonates [J].

Wang, Shaozhong ;

Zhang, Liming .

ORGANIC LETTERS, 2006, 8 (20) :4585-4587

[24] Gold-catalyzed efficient preparation of linear α-iodoenones from propargylic acetates [J].

Yu, Meng ;

Zhang, Guozhu ;

Zhang, Liming .

ORGANIC LETTERS, 2007, 9 (11) :2147-2150

[25] Gold-catalyzed efficient formation of α,β-unsaturated ketones from propargylic acetates [J].

Yu, Meng ;

Li, Guotao ;

Wang, Shaozhong ;

Zhang, Liming .

ADVANCED SYNTHESIS & CATALYSIS, 2007, 349 (06) :871-875

[26] Copper sulfate-pentahydrate-1,10-phenanthroline catalyzed amidations of alkynyl bromides. Synthesis of heteroaromatic amine substituted ynamides [J].

Zhang, YS ;

Hsung, RP ;

Tracey, MR ;

Kurtz, KCM ;

Vera, EL .

ORGANIC LETTERS, 2004, 6 (07) :1151-1154

← 1 2 3 →