Electronic effects in the acid-promoted deprotection of N-2,4-dimethoxybenzyl maleimides

Authors
Watson, DJ Dowdy, ED Li, WS Wang, JJ Polniaszek, R
Citation
Dj. Watson et al., Electronic effects in the acid-promoted deprotection of N-2,4-dimethoxybenzyl maleimides, TETRAHEDR L, 42(10), 2001, pp. 1827-1830
Citations number
17
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
TETRAHEDRON LETTERS
ISSN journal
00404039 → ACNP
Volume
42
Issue
10
Year of publication
2001
Pages
1827 - 1830
Database
ISI
SICI code
0040-4039(20010304)42:10<1827:EEITAD>2.0.ZU;2-D
Abstract
Cleavage of several 2,4-dimethoxybenzylmaleimides could be performed employ ing TFA in anisole. Electronic effects exemplified by varying the substitut ion present on the maleimide resulted in a variation in the rate of the dep rotection. In contrast, 2,4-dimethoxybenzylsuccinimides were inert to the c onditions. (C) 2001 Elsevier Science Ltd. All rights reserved.