Concise approach to novel isothiazolidinone phosphotyrosine mimetics: microwave-assisted addition of bisulfite to activated olefins.
[reaction: see text] A novel and efficient synthesis of isothiazolidinone protein tyrosine phosphatase mimetics is presented. A practical, regiospecific microwave-assisted addition of bisulfite to activated olefins, including unprecedented reactions with styrene derivatives, is highlighted.
Crawley
Matthew L
ML
Discovery Chemistry, Experimental Station, Incyte Corporation, Wilmington, Delaware 19880, USA. mcrawley@incyte.com
McLaughlin
Erin
E
Zhu
Wenyu
W
Combs
Andrew P
AP
D000475:Alkenes / Q000737:chemistry*; D008872:Microwaves; D018716:Molecular Mimicry; D015394:Molecular Structure; D019000:Phosphotyrosine / Q000737:chemistry*; D013447:Sulfites / Q000737:chemistry*; D013844:Thiazoles / Q000737:chemistry*
D000475:Alkenes; D013447:Sulfites; D013844:Thiazoles; C512915:isothiazolidinone; D019000:Phosphotyrosine