Literature DB >> 17408279

New three-component reaction: novel formation of a seven-membered ring by the unexpected reaction at the gamma-position of the beta-keto ester.

Hiromichi Fujioka1, Kenichi Murai, Ozora Kubo, Yusuke Ohba, Yasuyuki Kita.   

Abstract

[reaction: see text] The novel three-component reaction of aromatic aldehydes, ethylenediamine, and beta-keto esters is described. In this reaction, beta-keto esters react at the gamma-position which is generally unreactive to produce the seven-membered ring compounds. Products have secondary amines and beta-enamino esters, which can serve in further functionalizations to produce molecular diversity.

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Year:  2007        PMID: 17408279     DOI: 10.1021/ol070402c

Source DB:  PubMed          Journal:  Org Lett        ISSN: 1523-7052            Impact factor:   6.005


  2 in total

1.  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

2.  Convenient synthesis of polyfunctional dihydrothiophenes with tandem reaction of 1,3-thiazolidinedione, aldehyde, arylamine and ethyl cyanoacetate.

Authors:  Jing Sun; Er-Yan Xia; Rong Yao; Chao-Guo Yan
Journal:  Mol Divers       Date:  2010-09-17       Impact factor: 2.943

  2 in total

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