A chemoselective and continuous synthesis ofm-sulfamoylbenzamide analogues.
For the synthesis ofm-sulfamoylbenzamide analogues, small molecules which are known for their bioactivity, a chemoselective procedure has been developed starting fromm-(chlorosulfonyl)benzoyl chloride. Although a chemoselective process in batch was already reported, a continuous-flow process reveals an increased selectivity at higher temperatures and without catalysts. In total, 15 analogues were synthesized, using similar conditions, with yields ranging between 65 and 99%. This is the first automated and chemoselective synthesis ofm-sulfamoylbenzamide analogues.
Department of Sustainable Organic Chemistry and Technology, Faculty of Bioscience Engineering, Ghent University, Campus Coupure, Coupure Links 653, B-9000 Ghent, Belgium.
Arno
A
Verlee
Department of Sustainable Organic Chemistry and Technology, Faculty of Bioscience Engineering, Ghent University, Campus Coupure, Coupure Links 653, B-9000 Ghent, Belgium.
Thomas
T
Heugebaert
Department of Plant Systems Biology, VIB, Ghent University, Technologiepark 927, B-9000 Ghent, Belgium; Department of Plant Biotechnology and Bioinformatics, Ghent University, Technologiepark 927, B-9052 Ghent, Belgium.
Tom
T
van der Meer
Department of Plant Systems Biology, VIB, Ghent University, Technologiepark 927, B-9000 Ghent, Belgium; Department of Plant Biotechnology and Bioinformatics, Ghent University, Technologiepark 927, B-9052 Ghent, Belgium.
Pavel I
PI
Kerchev
Department of Plant Systems Biology, VIB, Ghent University, Technologiepark 927, B-9000 Ghent, Belgium; Department of Plant Biotechnology and Bioinformatics, Ghent University, Technologiepark 927, B-9052 Ghent, Belgium.
Frank
F
Van Breusegem
Department of Sustainable Organic Chemistry and Technology, Faculty of Bioscience Engineering, Ghent University, Campus Coupure, Coupure Links 653, B-9000 Ghent, Belgium.
Christian V
CV
Stevens
flow chemistry; m-sulfamoylbenzamide analogues; medium-throughput synthesis