One-pot catalysis of dehydrogenation of cyclohexanones to phenols and oxidative Heck coupling: expedient synthesis of coumarins

被引：62

作者：

Kim, Donghee ^{[1
]}

Min, Minsik ^{[1
]}

Hong, Sungwoo ^{[1
]}

机构：

[1] Korea Adv Inst Sci & Technol, Dept Chem, Taejon 305701, South Korea

来源：

CHEMICAL COMMUNICATIONS | 2013年 / 49卷 / 38期

基金：

新加坡国家研究基金会;

关键词：

AEROBIC DEHYDROGENATION; ALKENYLATION;

D O I：

10.1039/c3cc41296b

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

One-pot reactions leading to highly functionalized coumarins have been developed via a Pd(II)-catalyzed dehydrogenation-oxidative Heck-cyclization process.

引用

页码：4021 / 4023

页数：3

共 28 条

[1] Two birds with one metallic stone: Single-pot catalysis of fundamentally different transformations [J].

Ajamian, A ;

Gleason, JL .

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2004, 43 (29) :3754-3760

[2] Coumarins from Free ortho-Hydroxy Cinnamates by Heck-Matsuda Arylations: A Scalable Total Synthesis of (R)-Tolterodine [J].

Barancelli, Daniela A. ;

Salles, Airton G., Jr. ;

Taylor, Jason G. ;

Correia, Carlos Roque D. .

ORGANIC LETTERS, 2012, 14 (23) :6036-6039

[3] Direct and Regioselective C-H Alkenylation of Tetrahydropyrido[1,2-a]pyrimidines [J].

Cheng, Dachen ;

Gallagher, Timothy .

ORGANIC LETTERS, 2009, 11 (12) :2639-2641

[4] Recent advances in the transition metal-catalyzed twofold oxidative C-H bond activation strategy for C-C and C-N bond formation [J].

Cho, Seung Hwan ;

Kim, Ji Young ;

Kwak, Jaesung ;

Chang, Sukbok .

CHEMICAL SOCIETY REVIEWS, 2011, 40 (10) :5068-5083

[5] HIV-1 integrase inhibitors: 2005-2006 update [J].

Dayam, Raveendra ;

Gundla, Rambabu ;

Al-Mawsawi, Laith Q. ;

Neamati, Nouri .

MEDICINAL RESEARCH REVIEWS, 2008, 28 (01) :118-154

[6] Synthesis of Cyclic Enones via Direct Palladium-Catalyzed Aerobic Dehydrogenation of Ketones [J].

Diao, Tianning ;

Stahl, Shannon S. .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2011, 133 (37) :14566-14569

[7] Synthesis of Coumarins via Pd-Catalyzed Oxidative Cyclocarbonylation of 2-Vinylphenols [J].

Ferguson, Jamie ;

Zeng, Fanlong ;

Alper, Howard .

ORGANIC LETTERS, 2012, 14 (21) :5602-5605

[8] Convenient Synthesis of 3-Vinyl and 3-Styryl Coumarins [J].

Gordo, Joana ;

Avo, Joao ;

Parola, A. Jorge ;

Lima, Joao C. ;

Pereira, Antonio ;

Branco, Paula S. .

ORGANIC LETTERS, 2011, 13 (19) :5112-5115

[9] Palladium-Catalyzed Aerobic Dehydrogenative Aromatization of Cyclohexanone Imines to Arylamines [J].

Hajra, Alakananda ;

Wei, Ye ;

Yoshikai, Naohiko .

ORGANIC LETTERS, 2012, 14 (21) :5488-5491

[10] Pharmacological and biochemical actions of simple coumarins: Natural products with therapeutic potential [J].

Hoult, JRS ;

Paya, M .

GENERAL PHARMACOLOGY-THE VASCULAR SYSTEM, 1996, 27 (04) :713-722

← 1 2 3 →