Synthesis of 2-substituted quinazolines via iridium catalysis

被引：53

作者：

Fang, Jie ^{[1
]}

Zhou, Jianguang ^{[1
]}

Fang, Zhijie ^{[2
]}

机构：

[1] Suzhou Novartis Pharma Technol Co Ltd, Chem & Analyt Dev, Changshu 215537, Jiangsu, Peoples R China

[2] Nanjing Univ Sci & Technol, Sch Chem Engn, Nanjing 210094, Jiangsu, Peoples R China

来源：

RSC ADVANCES | 2013年 / 3卷 / 02期

关键词：

ONE-POT SYNTHESIS; DIHYDROFOLATE-REDUCTASE; BREAST-CANCER; EFFICIENT; INHIBITORS; QUINOLINE; ALCOHOLS;

D O I：

10.1039/c2ra22278g

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

An iridium-catalyzed hydrogen transfer reaction was successfully applied in the synthesis of 2-substituted quinazolines in moderate yields starting from aldehydes or alcohols with 2-aminobenzylamines.

引用

页码：334 / 336

页数：3

共 39 条

[1] The Catalytic Amination of Alcohols [J].

Baehn, Sebastian ;

Imm, Sebastian ;

Neubert, Lorenz ;

Zhang, Min ;

Neumann, Helfried ;

Beller, Matthias .

CHEMCATCHEM, 2011, 3 (12) :1853-1864

[2] Synthesis of Benzazoles by Hydrogen-Transfer Catalysis [J].

Blacker, A. John ;

Farah, Mohamed M. ;

Hall, Michael I. ;

Marsden, Stephen P. ;

Saidi, Ourida ;

Williams, Jonathan M. J. .

ORGANIC LETTERS, 2009, 11 (09) :2039-2042

[3] Catalytic Carbonyl Addition through Transfer Hydrogenation: A Departure from Preformed Organometallic Reagents [J].

Bower, John F. ;

Kim, In Su ;

Patman, Ryan L. ;

Krische, Michael J. .

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2009, 48 (01) :34-46

[4] Dual kinase inhibition in the treatment of breast cancer: Initial experience with the EGFR/ErbB-2 inhibitor lapatinib [J].

Burris, HA .

ONCOLOGIST, 2004, 9 :10-15

[5] Synthesis of 1,3-diamino-7,8,9,10-tetrahydropyrido[3,2-f]-quinazolines. Inhibitors of Candida albicans dihydrofolate reductase as potential antifungal agents [J].

Chan, JH ;

Hong, JS ;

Kuyper, LF ;

Jones, ML ;

Baccanari, DP ;

Tansik, RL ;

Boytos, CM ;

Rudolph, SK ;

Brown, AD .

JOURNAL OF HETEROCYCLIC CHEMISTRY, 1997, 34 (01) :145-151

[6] Dehydrogenation and Related Reactions Catalyzed by Iridium Pincer Complexes [J].

Choi, Jongwook ;

MacArthur, Amy H. Roy ;

Brookhart, Maurice ;

Goldman, Alan S. .

CHEMICAL REVIEWS, 2011, 111 (03) :1761-1779

[7] Synthesis of quinazolinones and quinazolines [J].

Connolly, DJ ;

Cusack, D ;

O'Sullivan, TP ;

Guiry, PJ .

TETRAHEDRON, 2005, 61 (43) :10153-10202

[8] Direct, efficient, solvent-free synthesis of 2-aryl-1,2,3,4-tetrahydroquinazolines [J].

Correa, WH ;

Papadopoulos, S ;

Radnidge, P ;

Roberts, BA ;

Scott, JL .

GREEN CHEMISTRY, 2002, 4 (03) :245-251

[9] Synthesis of 2-aryl-1,2,3,4-tetrahydroquinazolin-1-ols and their conversion to 7-aryl-9H-6-oxa-5,8-diaza-benzocycloheptenes [J].

Coskun, N ;

Çetin, M .

TETRAHEDRON LETTERS, 2004, 45 (49) :8973-8975

[10] A new regioselective synthesis and ambient light photochemistry of quinazolin-1-oxides [J].

Coskun, Necdet ;

Cetin, Meliha .

TETRAHEDRON, 2007, 63 (14) :2966-2972

← 1 2 3 4 →