A novel synthesis of bis(benzoxazole) derivatives via tandem Claisen rearrangement

Citation
E. Koyama et al., A novel synthesis of bis(benzoxazole) derivatives via tandem Claisen rearrangement, TETRAHEDR L, 41(42), 2000, pp. 8111-8116
Citations number
29
Language
INGLESE
art.tipo
Article
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
TETRAHEDRON LETTERS
ISSN journal
0040-4039 → ACNP
Volume
41
Issue
42
Year of publication
2000
Pages
8111 - 8116
Database
ISI
SICI code
0040-4039(20001014)41:42<8111:ANSOBD>2.0.ZU;2-S
Abstract
The one-pot thermal reaction of 1,3-bis(o-acylamino phenyloxy)-2-methylene propane derivatives gave either the bis(benzoxazole) derivatives or the ben zodihydrofuran derivatives via tandem Claisen rearrangement in good yields. The reaction courses strongly depend upon the reaction conditions such as the solvent or the substituent of the carbamoyl moiety. The resulting bis(b enzoxazole) derivative having a 2-aromatic substituent emits blue fluoresce nce and has almost the same fluorescence quantum yield as the model mono(be nzoxazole) compound. (C) 2000 Elsevier Science Ltd. All rights reserved.