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RESEARCH PRODUCT

Multi-Arm 1,2,3-Thiadiazole Systems

Herbert MeierMousa Al-smadi

subject

chemistry.chemical_compoundNucleophileBenzyl bromideChemistryOrganic ChemistryElectrophileBenzene derivativesSide chainGeneral ChemistryPhysical and Theoretical ChemistryCleavage (embryo)Medicinal chemistry

description

Benzene derivatives 2a–c with 6, 4, and 3 side chains bearing terminal 1,2,3-thiadiazole rings, respectively, have been prepared. Alkaline cleavage of 2a–c led to the corresponding alkynethiolates 6a–c, which were trapped by electrophiles such as benzyl bromide or iodomethane. The method provides an alternative to the thermal or photochemical cleavage of 1,2,3-thiadiazoles to thioketenes, which react further with nucleophiles.

https://doi.org/10.1002/jlac.199719971126