Ontology highlight
ABSTRACT:
SUBMITTER: del Solar M
PROVIDER: S-EPMC2771215 | biostudies-literature | 2008 Nov
REPOSITORIES: biostudies-literature
The Journal of organic chemistry 20081008 21
Synthesis of a novel, stable reagent (1,3-benzothiazol-2-ylsulfonyl)fluoroacetonitrile from readily synthesized ethyl alpha-(1,3-benzothiazol-2-ylsulfanyl)-alpha-fluoroacetate is reported. Aldehydes undergo condensations with (1,3-benzothiazol-2-ylsulfonyl)fluoroacetonitrile in the presence of DBU leading to alpha-fluoro acrylonitriles in high yields and with good Z-stereoselectivity. Lowering of reaction temperature increases the Z selectivity. ...[more]