Synthesis of a new hypervalent iodine compound, [2-(hydroxydimethylsilyl)phenyl](phenyl)iodonium triflate as a convenient approach to benzyne

Authors
Kitamura, T Meng, ZH Fujiwara, Y
Citation
T. Kitamura et al., Synthesis of a new hypervalent iodine compound, [2-(hydroxydimethylsilyl)phenyl](phenyl)iodonium triflate as a convenient approach to benzyne, TETRAHEDR L, 41(34), 2000, pp. 6611-6614
Citations number
11
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
TETRAHEDRON LETTERS
ISSN journal
00404039 → ACNP
Volume
41
Issue
34
Year of publication
2000
Pages
6611 - 6614
Database
ISI
SICI code
0040-4039(20000819)41:34<6611:SOANHI>2.0.ZU;2-2
Abstract
A new benzyne precursor, [2-(hydroxydimethylsilyl)phenyl](phenyl)iodonium t riflate, is prepared from 1,2-dibromobenzene in good yield. This procedure avoids the use of carcinogenic HMPA and the severe reaction conditions. The reaction of the benzyne precursor with Bu4NF in the presence of a trapping agent under very mild conditions efficiently generates benzyne and gives t he benzyne adduct in high yield. (C) 2000 Elsevier Science Ltd. All rights reserved.