ISONITRILES AS SOURCE AND FATE OF IMIDOYL RADICALS - A NOVEL HOMOLYTIC ALPHA-FRAGMENTATION

Authors
NANNI D PARESCHI P TUNDO A
Citation
D. Nanni et al., ISONITRILES AS SOURCE AND FATE OF IMIDOYL RADICALS - A NOVEL HOMOLYTIC ALPHA-FRAGMENTATION, Tetrahedron letters, 37(52), 1996, pp. 9337-9340
Citations number
26
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron letters → ACNP
ISSN journal
00404039
Volume
37
Issue
52
Year of publication
1996
Pages
9337 - 9340
Database
ISI
SICI code
0040-4039(1996)37:52<9337:IASAFO>2.0.ZU;2-4
Abstract
Imidoyl radicals 4a-c react with phenylacetylene to give annulation pr oducts and nitrile 12, arising from beta-scission of the intermediate iminyl radical that is involved in the rearrangement of azaspirocycloh exadienyl 8. In contrast, imidoyls 4d and 15 do not react with the alk yne and give good yields of the corresponding isonitriles through a no vel example of homolytic alpha-fragmentation. Copyright (C) 1996 Elsev ier Science Ltd