A convenient and versatile method for the synthesis of protected guanidines

Citation
Zx. Guo et al., A convenient and versatile method for the synthesis of protected guanidines, SYN COMMUN, 30(16), 2000, pp. 2933-2943
Citations number
26
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
SYNTHETIC COMMUNICATIONS
ISSN journal
00397911 → ACNP
Volume
30
Issue
16
Year of publication
2000
Pages
2933 - 2943
Database
ISI
SICI code
0039-7911(2000)30:16<2933:ACAVMF>2.0.ZU;2-M
Abstract
Aromatic, aliphatic and sterically hindered amines react smoothly with comm ercially available N,N'-bis-BOC-S-methylisothiourea 2 in the presence of me rcury chloride to give the protected guanidine in good yield. It is particu larly noteworthy that 2 can also be employed in a straightforward, two-step synthesis of monoaryl internal guanidines.