Abstract:
For several years, our research group has been involved in design and
development of novel organosulfur building blocks and their synthetic applications for
construction of substituted and fused five/six membered heterocycles. In this chapter, a
brief account of these intermediates has been given.
1.1 Polarized Ketene Dithioacetals
The versatile synthon family of polarized ketene dithioacetals of the general
structure A has been proven to be among the simplest and useful synthetic building
blocks in various organic transformations.1 Among them, the corresponding α-oxoketene
dithioacetals have been extensively studied by our research group.1a-b
These organosulfur
synthons can easily be prepared by the reaction of CS2 with various active methylene
ketones in the presence of base followed by alkylation in one-pot reaction (Scheme 1).