Study of N-benzoyl-activation in the HgCl2-promoted guanylation reaction of thioureas. Synthesis and structural analysis of N-benzoyl-guanidines

Authors
Cunha, S Costa, MB Napolitano, HB Lariucci, C Vencato, I
Citation
S. Cunha et al., Study of N-benzoyl-activation in the HgCl2-promoted guanylation reaction of thioureas. Synthesis and structural analysis of N-benzoyl-guanidines, TETRAHEDRON, 57(9), 2001, pp. 1671-1675
Citations number
26
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
TETRAHEDRON
ISSN journal
00404020 → ACNP
Volume
57
Issue
9
Year of publication
2001
Pages
1671 - 1675
Database
ISI
SICI code
0040-4020(20010225)57:9<1671:SONITH>2.0.ZU;2-H
Abstract
In this work, it is demonstrated that the benzoyl group is an activating gr oup for thioureas in the HgCl2-guanylation reaction. Thus N-benzoyl-thioure as containing electronically neutral and even electron-withdrawing or elect ron-releasing substituents are converted into guanidines with reasonable yi elds. In addition, NMR and X-ray structural analyses were performed to unde rstand the intra- and intermolecular features of the synthesized guanidines . (C) 2001 Elsevier Science Ltd. All rights reserved.