A Triple Newman-Kwart Rearrangement at a Fully Substituted Benzene Ring

Autor: Roland Fröhlich, Hubert Theil, Thorsten Glaser
Jazyk: angličtina
Rok vydání: 2009
Předmět:
DOI: 10.1515/znb-2009-11-1250
Popis: Dedicated to Professor Hubert Schmidbaur on the occasion of his 75 th birthday The Newman-Kwart rearrangement of O-thiocarbamates to S-thiocarbamates is a versatile method for the conversion of phenols into thiophenols. The triple rearrangement of the O-trithiocarbamate 2,4,6-triacetyl-1,3,5-tri-(dimethylthiocarbamoyloxy)benzene (2 )t o theS-trithiocarbamate 2,4,6triacetyl-1,3,5-tri-(dimethylthiocarbamoylthio)benzene (3) is performed, which is unprecendented for fully substituted benzene rings. The synthesis and characterization of the O-trithiocarbamate 2 and the S-trithiocarbamate 3 including the single-crystal X-ray structure analysis of compound 3 are presented.
Databáze: OpenAIRE