Literature DB >> 25504958

Synthesis of heterocycles by formal cycloadditions of isocyanides.

Art Kruithof1, Eelco Ruijter, Romano V A Orru.   

Abstract

Synthetic methodology for the synthesis of heterocycles is of continuous and high interest with applications in materials, catalysis, and medicines. Multicomponent reactions are suitable tools to efficiently generate chemically diverse sets of heterocycles with sufficient structural complexity. Especially isocyanides have proven to be particularly versatile building blocks in these one-pot processes. Due to their electronic structure, isocyanides are able to act sequentially or simultaneously as a nucleophile and an electrophile. Traditionally, isocyanides are therefore frequently used in multicomponent chemistry. In the recent literature, numerous reactions have been reported that involve formal cycloadditions of isocyanides with conjugated heterodienes. This Focus Review aims at mapping this reactivity and at providing insight into the relationship between the various reported reaction partners and the observed reactivity modes.
© 2015 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.

Entities:  

Keywords:  combinatorial chemistry; conjugated heterodienes; isocyanides; molecular orbitals; multicomponent reactions

Mesh:

Substances:

Year:  2014        PMID: 25504958     DOI: 10.1002/asia.201403207

Source DB:  PubMed          Journal:  Chem Asian J        ISSN: 1861-471X


  4 in total

1.  Access to 1-amino-3,4-dihydroisoquinolines via palladium-catalyzed C-H bond aminoimidoylation reaction from functionalized isocyanides.

Authors:  Zhuang Xiong; Panyuan Cai; Yingshuang Mei; Jian Wang
Journal:  RSC Adv       Date:  2019-12-18       Impact factor: 4.036

2.  One-pot synthesis of tetracyclic fused imidazo[1,2-a]pyridines via a three-component reaction.

Authors:  Bo Yang; Chuanye Tao; Taofeng Shao; Jianxian Gong; Chao Che
Journal:  Beilstein J Org Chem       Date:  2016-07-18       Impact factor: 2.883

3.  A practical and efficient approach to imidazo[1,2-a]pyridine-fused isoquinolines through the post-GBB transformation strategy.

Authors:  Taofeng Shao; Zhiming Gong; Tianyi Su; Wei Hao; Chao Che
Journal:  Beilstein J Org Chem       Date:  2017-05-04       Impact factor: 2.883

Review 4.  Mechanochemical synthesis of small organic molecules.

Authors:  Tapas Kumar Achar; Anima Bose; Prasenjit Mal
Journal:  Beilstein J Org Chem       Date:  2017-09-11       Impact factor: 2.883

  4 in total

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