Ph3P/I-2-Mediated Synthesis of N,N',N"-Substituted Guanidines and 2-Iminoimidazolin-4-ones from Aryl Isothiocyanates

作者：Wangngae Sirilak; Pattarawarapan Mookda^*; Phakhodee Wong^*

来源：Journal of Organic Chemistry, 2017, 82(19): 10331-10340.

DOI：10.1021/acs.joc.7b01794

A convenient one-pot procedure for the synthesis of acyclic and cyclic guanidines mediated by the Ph3P/I-2 system is described. Sequential condensation of aryl isothiocyanates with amines followed by dehydrosulfurization and guanylation could lead to both symmetric and unsymmetric N,N',N"-substituted derivatives. Through a tandem guanylation-cyclization, a series of 2-iminoimidazolin-4-ones could also be prepared in good yields from the reaction of aryl isothiocyanates with amino acid methyl esters.

• 出版日期2017-10-6