Issue 95, 2016, Issue in Progress

The synthesis of iminothiophenone-fused quinolines and evaluation of their serendipitous reactions

Abstract

The novel synthesis of tricyclic 2-(cyclohexylimino)thieno[2,3-b]quinolin-3(2H)-ones from the reaction of 2-mercaptoquinoline-3-carbaldehydes and isocyanides in methanol without the use of any additive is described. This protocol proceeds with high atom economy through the formation of C–S and C–C bonds and then oxidation via tandem reaction. Moreover, some other remarkable aspects of this reaction, such as the hydrolysis and three-component reaction with the aromatic amine to yield a highly conjugated Schiff base, are also investigated.

Graphical abstract: The synthesis of iminothiophenone-fused quinolines and evaluation of their serendipitous reactions

Supplementary files

Article information

Article type
Paper
Submitted
03 May 2016
Accepted
14 Sep 2016
First published
14 Sep 2016

RSC Adv., 2016,6, 92235-92240

The synthesis of iminothiophenone-fused quinolines and evaluation of their serendipitous reactions

M. Shiri, Z. Faghihi, H. A. Oskouei, M. M. Heravi, S. Fazelzadeh and B. Notash, RSC Adv., 2016, 6, 92235 DOI: 10.1039/C6RA11469E

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