Tetrahedron p. 14095 - 14104 (1998)
Update date:2022-07-30
Topics:
Cabiddu, Maria Grazia
Cabiddu, Salvatore
Cadoni, Enzo
Cannas, Rita
Fattuoni, Claudia
Melis, Stefana
The addition of organolithium compounds to (vinylthio)benzene (1) and then an electrophilic quenching followed by a further metalation/electrophilic quenching is a general method to prepare in one pot (alkylthio)benzenes ortho, alpha-substituted with equal or different groups. The direct dimetalation of 1 affords the ortho, alpha-dilithiated species 15 besides other by-products. Starting from 15 it is possible to obtain in one step ortho, alpha-substituted (vinylthio)benzenes and heterocyclic compounds.
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