Literature DB >> 16332052

Multicomponent domino reaction from beta-ketoamides: highly efficient access to original polyfunctionalized 2,6-diazabicyclo[2.2.2]octane cores.

Frédéric Liéby-Muller1, Thierry Constantieux, Jean Rodriguez.   

Abstract

We describe a new multicomponent domino reaction from beta-ketoamides, involved as substrates and as nucleophilic partners. We obtain highly functionalized and original 2,6-diazabicyclo[2.2.2]octane cores (2,6-DABCO) in a five-step one-pot sequence, which is fast, environmentally friendly, operationally simple to manage, and combines step- and atom-economic aspects.

Entities:  

Year:  2005        PMID： 16332052     DOI： 10.1021/ja055885z

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


  10 in total

1.  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

2.  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

3.  Asymmetric synthesis of α-amino-1,3-dithianes via chiral N-phosphonyl imine-based Umpolung reaction without using chromatography and recrystallization.

Authors:  Padmanabha V Kattamuri; Teng Ai; Suresh Pindi; Yinwei Sun; Peng Gu; Min Shi; Guigen Li
Journal:  J Org Chem       Date:  2011-03-15       Impact factor: 4.354

4.  Efficient and divergent synthesis of polyfunctionalized 2-pyridones from β-keto amides.

Authors:  Baochang Gao; Yufeng Sun; Jun Wang; Zhigang Yuan; Liwu Zu; Xu Zhang; Wenbin Liu
Journal:  RSC Adv       Date:  2018-10-01       Impact factor: 4.036

5.  7,14-Bis(4-bromo-phen-yl)-2,11,11-trimethyl-1,4,10,12-tetra-oxa-dispiro-[4.2.5.2]penta-decane-9,13-dione.

Authors:  Ju-Hua Peng; Ning Ma; Ge Zhang
Journal:  Acta Crystallogr Sect E Struct Rep Online       Date:  2009-04-30

6.  7,14-Bis(4-methoxy-phen-yl)-11,11-dimethyl-1,4,10,12-tetra-oxa-dispiro-[4.2.5.2]penta-decane-9,13-dione.

Authors:  Jinpeng Zhang; Shu Yan; Jie Ding
Journal:  Acta Crystallogr Sect E Struct Rep Online       Date:  2009-04-18

7.  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

8.  Divergent synthesis of dual 1,4-dihydropyridines with different substituted patterns from enaminones and aldehydes through domino reactions.

Authors:  Fu-Jun Liu; Tian-Tian Sun; Yun-Gang Yang; Chao Huang; Xue-Bing Chen
Journal:  RSC Adv       Date:  2018-04-03       Impact factor: 3.361

9.  Synthesis and biological evaluation of the new ring system benzo[f]pyrimido[1,2-d][1,2,3]triazolo[1,5-a][1,4]diazepine and its cycloalkane and cycloalkene condensed analogues.

Authors:  Mohamed El Haimer; Márta Palkó; Matti Haukka; Márió Gajdács; István Zupkó; Ferenc Fülöp
Journal:  RSC Adv       Date:  2021-02-10       Impact factor: 3.361

10.  Skeletally diverse small molecules using a build/couple/pair strategy.

Authors:  Takuya Uchida; Manuela Rodriquez; Stuart L Schreiber
Journal:  Org Lett       Date:  2009-04-02       Impact factor: 6.005
  10 in total

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