A Palladium-Catalyzed Three-Component Synthesis of Arylmethylsulfonamides

被引：9

作者：

Beisel, Tamara ^{[1
]}

Manolikakes, Georg ^{[1
]}

机构：

[1] Goethe Univ Frankfurt, Dept Organ Chem & Chem Biol, Max von Laue Str 7, D-60438 Frankfurt, Germany

来源：

SYNTHESIS-STUTTGART | 2016年 / 48卷 / 03期

关键词：

multicomponent reactions; palladium; sulfonamides; Petasis-Borono-Mannich reactions; paraformaldehyde; arylboronic acids; N-ALKYLATION; EXPEDIENT SYNTHESIS; EFFICIENT SYNTHESIS; SULFONAMIDES; AMINES; DISCOVERY; POTENT; ACIDS; MILD; MONOSULFONYLATION;

D O I：

10.1055/s-0035-1560910

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A palladium-catalyzed three-component synthesis of arylmethylsulfonamide derivatives from sulfonamides, paraformaldehyde, and arylboronic acids has been developed. The method is operationally simple and provides rapid access to a broad range of structurally interesting sulfonamidomethyl compounds.

引用

收藏

页码：379 / 386

页数：8

相关论文

共 43 条

[11] Functionalization of Mesoporous Carbon with Superbasic MgO Nanoparticles for the Efficient Synthesis of Sulfinamides [J].

Chakravarti, Rajashree ;

Mano, Ajayan ;

Iwai, Hideo ;

Aldeyab, Salem S. ;

Kumar, R. Pradeep ;

Kantam, M. Lakshmi ;

Vinu, Ajayan .

CHEMISTRY-A EUROPEAN JOURNAL, 2011, 17 (24) :6673-6682

[12] Metal-free catalytic hydrogenation [J].

Chase, Preston A. ;

Welch, Gregory C. ;

Jurca, Titel ;

Stephan, Douglas W. .

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2007, 46 (42) :8050-8053

[13] Discovery of 5-arylsulfonamido-3(pyrrolidin-2-ylmethyl)-1H-indole derivatives as potent, selective 5-HT6 receptor agonists and antagonists [J].

Cole, DC ;

Lennox, WJ ;

Lombardi, S ;

Ellingboe, JW ;

Bernotas, RC ;

Tawa, GJ ;

Mazandarani, H ;

Smith, DL ;

Zhang, GM ;

Coupet, J ;

Schechter, LE .

JOURNAL OF MEDICINAL CHEMISTRY, 2005, 48 (02) :353-356

[14]

de Boer T.J., 1963, Org. Synth, V4, P943

[15] An easy microwave-assisted synthesis of sulfonamides directly from sulfonic acids [J].

De Luca, Lidia ;

Giacomelli, Giampaolo .

JOURNAL OF ORGANIC CHEMISTRY, 2008, 73 (10) :3967-3969

[16] Sumatriptan (all routes of administration) for acute migraine attacks in adults - overview of Cochrane reviews [J].

Derry, Christopher J. ;

Derry, Sheena ;

Moore, R. Andrew .

COCHRANE DATABASE OF SYSTEMATIC REVIEWS, 2014, (05)

[17] Drug discovery: A historical perspective [J].

Drews, J .

SCIENCE, 2000, 287 (5460) :1960-1964

[18] Ruthenium-Catalyzed N-Alkylation of Amines and Sulfonamides Using Borrowing Hydrogen Methodology [J].

Hamid, M. Haniti S. A. ;

Allen, C. Liana ;

Lamb, Gareth W. ;

Maxwell, Aoife C. ;

Maytum, Hannah C. ;

Watson, Andrew J. A. ;

Williams, Jonathan M. J. .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2009, 131 (05) :1766-1774

[19] Expedient synthesis of sulfinamides from sulfonyl chlorides [J].

Harmata, Michael ;

Zheng, Pinguan ;

Huang, Chaofeng ;

Gomes, Maria G. ;

Ying, Weijiang ;

Ranyanil, Kanok-On ;

Balan, Gayatri ;

Calkins, Nathan L. .

JOURNAL OF ORGANIC CHEMISTRY, 2007, 72 (02) :683-685

[20] Asymmetric synthesis of diarylmethyl amines by rhodium-catalyzed asymmetric addition of aryl titanium reagents to imines [J].

Hayashi, T ;

Kawai, M ;

Tokunaga, N .

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2004, 43 (45) :6125-6128

← 1 2 3 4 5 →