Literature DB >> 25135055

Synthesis of benzimidazole[2.1-b][1,3]oxazine spirooxindoles via three-component reaction of N-benzylbenzimidazole, acetylenedicarboxylates, and N-alkylisatins.

Li-Juan Zhang1, Chao-Guo Yan.   

Abstract

The three-component reaction of N-benzylbenzimidazole, dialkyl acetylenedicarboxylate, and N-alkylisatins in tetrahydrofuran at room temperature afforded the novel functionalized benzimidazole[2.1-b][1,3]oxazine spirooxindoles in good yields. (1)H NMR spectra indicated that two diastereoisomers with a ratio of 1:3-1:6 exist in the obtained spirooxindole derivatives.

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Year:  2014        PMID: 25135055     DOI: 10.1007/s11030-014-9538-2

Source DB:  PubMed          Journal:  Mol Divers        ISSN: 1381-1991            Impact factor:   2.943


  14 in total

1.  Engaging zwitterions in carbon-carbon and carbon-nitrogen bond-forming reactions: A promising synthetic strategy.

Authors:  Vijay Nair; Rajeev S Menon; A R Sreekanth; N Abhilash; A T Biju
Journal:  Acc Chem Res       Date:  2006-08       Impact factor: 22.384

2.  A mild and efficient synthesis of 4-quinolones and quinolone heterocycles.

Authors:  Daniel Zewge; Cheng-Yi Chen; Curtis Deer; Peter G Dormer; Dave L Hughes
Journal:  J Org Chem       Date:  2007-04-26       Impact factor: 4.354

3.  Diastereoselective synthesis of fused [1,3]oxazines from ethyl pyruvate, activated acetylenes and N-heterocycles.

Authors:  Issa Yavari; Anvar Mirzaei; Zinatosadat Hossaini; Sanaz Souri
Journal:  Mol Divers       Date:  2009-07-04       Impact factor: 2.943

4.  Reactions of electron-deficient alkynes and allenes under phosphine catalysis.

Authors:  X Lu; C Zhang; Z Xu
Journal:  Acc Chem Res       Date:  2001-07       Impact factor: 22.384

5.  One-pot silver-catalyzed and PIDa-mediated sequential reactions: synthesis of polysubstituted pyrroles directly from alkynoates and amines.

Authors:  Weibing Liu; Huanfeng Jiang; Liangbin Huang
Journal:  Org Lett       Date:  2010-01-15       Impact factor: 6.005

6.  Gold(III) chloride-catalyzed three-component reaction: a facile synthesis of alkynyl derivatives of 1,2-dihydroquinolines and isoquinolines.

Authors:  Jhillu S Yadav; Basi V Subba Reddy; Nagendra Nath Yadav; Manoj K Gupta; Balasubramanian Sridhar
Journal:  J Org Chem       Date:  2008-07-29       Impact factor: 4.354

7.  Diastereoselective synthesis of fused [1,3]thiazolo[1,3]oxazins and [1,3]oxazino[2,3-b][1,3]benzothiazoles.

Authors:  Issa Yavari; Zinatossadat Hossaini; Sanaz Souri; Samereh Seyfi
Journal:  Mol Divers       Date:  2009-03-13       Impact factor: 2.943

8.  Strategies for heterocyclic construction via novel multicomponent reactions based on isocyanides and nucleophilic carbenes.

Authors:  Vijay Nair; C Rajesh; A U Vinod; S Bindu; A R Sreekanth; J S Mathen; Lakshmi Balagopal
Journal:  Acc Chem Res       Date:  2003-12       Impact factor: 22.384

9.  The [3 + 2] cycloaddition reaction of thiazole carbene-derived C-C-Se 1,3-dipoles: a concise and highly efficient strategy for the construction of multifunctional dihydroselenophenes and selenopheno[2,3-b]pyrazines.

Authors:  Jian-Hong Zhang; Ying Cheng
Journal:  Org Biomol Chem       Date:  2009-06-29       Impact factor: 3.876

10.  PdCl2(HNMe2)2-catalyzed highly selective cross [2 + 2 + 2] cyclization of alkynoates and alkenes under molecular oxygen.

Authors:  Yanxia Shen; Huanfeng Jiang; Zhengwang Chen
Journal:  J Org Chem       Date:  2010-02-19       Impact factor: 4.354

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