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Issue 7, 2017
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Synthesis of spiropyrazoline oxindoles by a formal [4 + 1] annulation reaction between 3-bromooxindoles and in situ-derived 1,2-diaza-1,3-dienes

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Abstract

A formal [4 + 1] annulation reaction of 3-bromooxindoles and in situ-derived 1,2-diaza-1,3-dienes in the presence of Cs2CO3 as the base has been developed for the first time. This protocol provides an efficient and mild approach for the synthesis of various biologically interesting spiropyrazoline oxindoles in generally high yields. A one-pot, three-component variant also worked smoothly to give the desired products in comparable yields.

Graphical abstract: Synthesis of spiropyrazoline oxindoles by a formal [4 + 1] annulation reaction between 3-bromooxindoles and in situ-derived 1,2-diaza-1,3-dienes

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Article information


Submitted
28 Feb 2017
Accepted
25 Mar 2017
First published
28 Mar 2017

Org. Chem. Front., 2017,4, 1289-1293
Article type
Research Article

Synthesis of spiropyrazoline oxindoles by a formal [4 + 1] annulation reaction between 3-bromooxindoles and in situ-derived 1,2-diaza-1,3-dienes

D. Chen, W. Xiao and J. Chen, Org. Chem. Front., 2017, 4, 1289
DOI: 10.1039/C7QO00163K

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