RADICAL CYCLIZATIONS OF IMINES AND HYDRAZONES

Authors
BOWMAN WR STEPHENSON PT TERRETT NK YOUNG AR
Citation
Wr. Bowman et al., RADICAL CYCLIZATIONS OF IMINES AND HYDRAZONES, Tetrahedron, 51(29), 1995, pp. 7959-7980
Citations number
78
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron → ACNP
ISSN journal
00404020
Volume
51
Issue
29
Year of publication
1995
Pages
7959 - 7980
Database
ISI
SICI code
0040-4020(1995)51:29<7959:RCOIAH>2.0.ZU;2-L
Abstract
Radical cyclisation of sp(3) carbon-centred radicals onto imines and h ydrazones provides a new method for the synthesis of 5- and 6-membered ring nitrogen heterocycles. Cyclisation onto the electrophilic carbon of the C=N group and 5-exo stereoelectronic selectivity are the domin ating mechanistic parameters. The C-centred radical intermediates were generated from benzeneselenyl precursors using Bu(3)SnH.