Direct synthesis of hydroxamates from carboxylic acids using 2-mercaptopyridone-1-oxide-based thiouronium salts

Authors
Bailen, MA Chinchilla, R Dodsworth, DJ Najera, C
Citation
Ma. Bailen et al., Direct synthesis of hydroxamates from carboxylic acids using 2-mercaptopyridone-1-oxide-based thiouronium salts, TETRAHEDR L, 42(30), 2001, pp. 5013-5016
Citations number
53
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
TETRAHEDRON LETTERS
ISSN journal
00404039 → ACNP
Volume
42
Issue
30
Year of publication
2001
Pages
5013 - 5016
Database
ISI
SICI code
0040-4039(20010723)42:30<5013:DSOHFC>2.0.ZU;2-R
Abstract
Tetrafluoroborate and hexafluorophosphate thiouronium salts derived from 2- mercaptopyridone-1-oxide and tetramethylurea (TOTT and HOTT) or N,N ' -dime thylpropyleneurea (TODT and HODT) convert carboxylic acids to Weinreb amide s and N-methoxy or N-benzoxyamides in high yields by reaction with N,O-dime thylhydroxylamine and O-methyl- or O-benzyl-hydroxylamine hydroxylamine hyd rochlorides. respectively. in the presence of triethylamine or DIEA. (C) 20 01 Elsevier Science Lid. All rights reserved.