UNEXPECTED FORMATION OF N-(2-CYCLOPROPENYL)PHTHALIMIDES IN THE PHOTOSENSITIZED DECARBOXYLATION OF N-(2-CYCLOPROPENYLCARBONYLOXY)PHTHALIMIDES

Authors
CANO M FABRIAS G CAMPS F JOGLAR J
Citation
M. Cano et al., UNEXPECTED FORMATION OF N-(2-CYCLOPROPENYL)PHTHALIMIDES IN THE PHOTOSENSITIZED DECARBOXYLATION OF N-(2-CYCLOPROPENYLCARBONYLOXY)PHTHALIMIDES, Tetrahedron letters, 39(9), 1998, pp. 1079-1082
Citations number
4
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron letters → ACNP
ISSN journal
00404039
Volume
39
Issue
9
Year of publication
1998
Pages
1079 - 1082
Database
ISI
SICI code
0040-4039(1998)39:9<1079:UFONIT>2.0.ZU;2-E
Abstract
The photosensitized decarboxylation of N-(2-cyclopropenylcarbonyloxy)p hthalimides 1 smoothly generates N-(2-cyclopropenyl)phthalimides 3 ins tead of the corresponding 3-unsubstituted cyclopropene derivatives. On the other hand, the photolytic reaction of cyclopropyl substrate 5 pr oceeds as expected to give cyclopropane derivative 6, thus suggesting a different reactivity of cyclopropen-3-yl and cyclopropyl putative in termediate radicals in this decarboxylation process. (C) 1998 Elsevier Science Ltd. All rights reserved.