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A mild and efficient synthesis of spiroquinolinones via an unexpected rearrangement

Zou, Bin and Seh Yong, Leong and Ding, Mei and Smith, Paul William (2015) A mild and efficient synthesis of spiroquinolinones via an unexpected rearrangement. Tetrahedron Letters, 56 (44). pp. 6016-6018. ISSN 1873-3581

Abstract

A mild and efficient synthesis of spiroquinolinones 6 via condensation of chlorooxoindolines 5 and benzene-1,2-diamines 3 is reported. Instead of expected spirooxindole product 4′, spiroquinolinones 6 were isolated in up to 95% yield. A plausible mechanism involving an interesting ring rearrangement to form spiroquinolinones is proposed.

Item Type: Article
Keywords: Chlorooxoindolines Condensation reaction Diamines Mechanism Spiroquinolinones
Date Deposited: 25 Oct 2017 00:45
Last Modified: 25 Jan 2019 00:45
URI: https://oak.novartis.com/id/eprint/26434

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