1-(Alkyl/arylthiocarbamoyl)benzotriazoles as stable isothiocyanate equivalents: synthesis of Di- and trisubstituted thioureas.
1-(Alkyl/arylthiocarbamoyl)benzotriazoles 4a-i were synthesized in yields of 91-99% from bis(benzotriazolyl)methanethione (3). Reagents 4a-g were then used as isothiocyanate equivalents for the efficient synthesis of 10 secondary and 14 tertiary thioureas in high-yielding, convenient processes.
Katritzky
Alan R
AR
Center for Heterocyclic Compounds, Department of Chemistry, University of Florida, Gainesville, Florida 32611-7200, USA. katritzky@chem.ufl.edu
Ledoux
Stephane
S
Witek
Rachel M
RM
Nair
Satheesh K
SK
D017879:Isothiocyanates / Q000737:chemistry*; D015394:Molecular Structure; D013777:Tetrazoles / Q000138:chemical synthesis; D013859:Thiocarbamates / Q000737:chemistry*; D013890:Thiourea / Q000031:analogs & derivatives* / Q000138:chemical synthesis; D014230:Triazoles / Q000737:chemistry*
D017879:Isothiocyanates; D013777:Tetrazoles; D013859:Thiocarbamates; D014230:Triazoles; C012771:benzotriazole; D013890:Thiourea