Ontology highlight
ABSTRACT:
SUBMITTER: Mloston G
PROVIDER: S-EPMC5629374 | biostudies-literature | 2017
REPOSITORIES: biostudies-literature
Beilstein journal of organic chemistry 20170908
Trimethylsilyldiazomethane (TMS-CHN<sub>2</sub>) reacts readily with hetaryl thioketones to give sterically crowded 2-trimethylsilyl-4,4,5,5-tetrahetaryl-1,3-dithiolanes with complete regioselectivity at -75 °C as well as at rt. Thiofluorenone, a relatively stable and highly reactive aryl thioketone, yields upon treatment with TMS-CHN<sub>2</sub> at -60 °C the corresponding 1,3,4-thiadiazoline. This unstable cycloadduct undergoes decomposition at ca. -45 °C and the silylated thiocarbonyl <i>S</i ...[more]