A polymer-supported [1,3,2]oxazaphospholidine for the conversion of isothiocyanates to isocyanides and their subsequent use in an ugi reaction.
The design and synthesis of a new polymer supported reagent for the clean conversion of isothiocyanates to isocyanides under microwave conditions was accomplished. The structurally diverse isocyanides generated were used in an Ugi 3CC, allowing the rapid generation of 2-isoindolinone-7-carboxamide analogues.
Ley
Steven V
SV
Department of Chemistry, University of Cambridge, Lensfield Road, UK. sv11000@cus.cam.ac.uk
Taylor
Stephen J
SJ
D000588:Amines / Q000737:chemistry; D003486:Cyanides / Q000138:chemical synthesis*; D007211:Indoles / Q000737:chemistry*; D017879:Isothiocyanates / Q000737:chemistry*; D007783:Lactones / Q000737:chemistry*; D008872:Microwaves; D009943:Organophosphorus Compounds / Q000737:chemistry*; D010080:Oxazoles / Q000737:chemistry*; D011108:Polymers / Q000737:chemistry*
C470122:(1,3,2)oxazaphospholidine; D000588:Amines; D003486:Cyanides; D007211:Indoles; D017879:Isothiocyanates; D007783:Lactones; D009943:Organophosphorus Compounds; D010080:Oxazoles; D011108:Polymers; C061212:phospholine