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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 38, 2008 - Issue 19
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Original Articles

Novel Synthesis of Aza-phthalimidine Hydroxylactams

, , , , &
Pages 3231-3242 | Received 02 Dec 2007, Published online: 12 Sep 2008
 

Abstract

A novel and convenient synthetic route for preparing aza-phthalimidine hydroxylactams (5aj) by N-bromosuccinimide (NBS) was developed. This method involved the substitution reactions of substrates (3a–j) with NBS via unstable intermediate bromides (4a–j) rapidly hydrolyzed into hydroxyl products in the course of the workup process.

Notes

a Isolated yield by method A.

b Isolated yield by method B.

c Ref. 8a, mp: 237–239 °C.

d Ref. 2a, mp: 203–207 °C.

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