1,6-C-H insertion of alkylidenecarbenes in 1-naphthol and 1-anthrol derivatives

Authors
Feldman, KS Perkins, AL
Citation
Ks. Feldman et Al. Perkins, 1,6-C-H insertion of alkylidenecarbenes in 1-naphthol and 1-anthrol derivatives, TETRAHEDR L, 42(35), 2001, pp. 6031-6033
Citations number
10
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
TETRAHEDRON LETTERS
ISSN journal
00404039 → ACNP
Volume
42
Issue
35
Year of publication
2001
Pages
6031 - 6033
Database
ISI
SICI code
0040-4039(20010827)42:35<6031:1IOAI1>2.0.ZU;2-9
Abstract
Rare 1,6-C H insertion of naphthol- and anthrol-derived alkylidenecarbenes has been observed in modest yield. Reaction in deuterated solvent did not p rovide any evidence in support of a reaction mechanism that requires exchan ge of the migrating proton with solvent. The pyran-annelated aromatic produ cts are formed only when opportunities for the more common 1,5-C-H insertio n process are blocked. (C) 2001 Published by Elsevier Science Ltd.