Literature DB >> 19722590

Four-component domino reaction leading to multifunctionalized quinazolines.

Bo Jiang1, Shu-Jiang Tu, Parminder Kaur, Walter Wever, Guigen Li.   

Abstract

A new four-component domino reaction has been discovered. The reaction is easy to perform simply by mixing four common reactants and K(2)CO(3) in ethylene glycol under microwave irradiation. The reaction proceeds rapidly and can be finished within 10-24 min with water as the major byproduct, making workup convenient. Four stereogenic centers with one quaternary carbon-amino function are controlled very well; the stereochemistry was unequivocally determined by X-ray structural analysis. The resulting pyrido[3,4-i]quinazoline derivatives are of importance for organic and medicinal research.

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Year:  2009        PMID: 19722590     DOI: 10.1021/ja904011s

Source DB:  PubMed          Journal:  J Am Chem Soc        ISSN: 0002-7863            Impact factor:   15.419


  16 in total

Review 1.  Comprehensive survey of chemical libraries for drug discovery and chemical biology: 2009.

Authors:  Roland E Dolle; Bertrand Le Bourdonnec; Karin Worm; Guillermo A Morales; Craig J Thomas; Wei Zhang
Journal:  J Comb Chem       Date:  2010-10-05

2.  REGIOSELECTIVE MULTICOMPONENT DOMINO REACTIONS PROVIDING RAPID AND EFFICIENT ROUTES TO FUSED ACRIDINES.

Authors:  Jin-Peng Zhang; Wei Fan; Jie Ding; Bo Jiang; Shu-Jiang Tu; Guigen Li
Journal:  Heterocycles       Date:  2013-12-17       Impact factor: 0.831

3.  Four-component domino reaction providing an easy access to multifunctionalized tricyclo[6.2.2.0(1,6)]dodecane derivatives.

Authors:  Bo Jiang; Chao Li; Feng Shi; Shu-Jiang Tu; Parminder Kaur; Walter Wever; Guigen Li
Journal:  J Org Chem       Date:  2010-05-07       Impact factor: 4.354

4.  Microwave-assisted multicomponent reaction in water leading to highly regioselective formation of benzo[f]azulen-1-ones.

Authors:  Shu-Liang Wang; Chuang Cheng; Fei-Yue Wu; Bo Jiang; Feng Shi; Shu-Jiang Tu; Trideep Rajale; Guigen Li
Journal:  Tetrahedron       Date:  2011-06-24       Impact factor: 2.457

5.  Efficient domino approaches to multifunctionalized fused pyrroles and dibenzo[b,e][1,4]diazepin-1-ones.

Authors:  Bo Jiang; Qiu-Yun Li; Hao Zhang; Shu-Jiang Tu; Suresh Pindi; Guigen Li
Journal:  Org Lett       Date:  2012-01-19       Impact factor: 6.005

6.  A multi-component domino reaction for the direct access to polyfunctionalized indoles via intermolecular allylic esterification and indolation.

Authors:  Bo Jiang; Mian-Shuai Yi; Feng Shi; Shu-Jiang Tu; Suresh Pindi; Patrick McDowell; Guigen Li
Journal:  Chem Commun (Camb)       Date:  2011-10-31       Impact factor: 6.222

7.  Domino constructions of pentacyclic indeno[2,1-c]quinolines and pyrano[4,3-b]oxepines by [4+1]/[3+2+1]/[5+1] and [4+3] multiple cyclizations.

Authors:  Bo Jiang; Bao-Ming Feng; Shu-Liang Wang; Shu-Jiang Tu; Guigen Li
Journal:  Chemistry       Date:  2012-07-05       Impact factor: 5.236

8.  A one-pot multicomponent strategy for stereospecific construction of tricyclic pyrrolo[1,2-a]quinolines.

Authors:  Tuan-Jie Li; Hong-Mei Yin; Chang-Sheng Yao; Xiang-Shan Wang; Bo Jiang; Shu-Jiang Tu; Guigen Li
Journal:  Chem Commun (Camb)       Date:  2012-12-21       Impact factor: 6.222

9.  Highly selective domino multicyclizations for forming polycyclic fused acridines and azaheterocyclic skeletons.

Authors:  Bo Jiang; Xue Wang; Hai-Wei Xu; Man-Su Tu; Shu-Jiang Tu; Guigen Li
Journal:  Org Lett       Date:  2013-03-18       Impact factor: 6.005

10.  Metal-free [3 + 2 + 1]/[2 + 2 + 1] biscyclization: stereospecific construction with concomitant functionalization of indolizin-5(1H)-one.

Authors:  Tuan-Jie Li; Zhong-Qiu Liu; Hong-Mei Yin; Chang-Sheng Yao; Bo Jiang; Xiang-Shan Wang; Shu-Jiang Tu; Xiu-Ling Li; Guigen Li
Journal:  J Org Chem       Date:  2013-11-07       Impact factor: 4.354

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