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Papers by MOUSUMI BEHERA
Handbook of CH‐Functionalization, Nov 29, 2022
Chemistry – An Asian Journal
The cyanation of organic compounds is an important and useful process as it directly provides nit... more The cyanation of organic compounds is an important and useful process as it directly provides nitriles which in turn can be utilized for different transformations. Although, thiocyanate salt has emerged as a very mild and environmentally friendly “source of CN” alternative to toxic and metal based cyanating reagents; its synthetic utility for the cyanation is highly limited to very few types of organic compounds. We have explored the reactivity of sodium thiocyanate for directly cyanating cyclic thioacetals for accessing thiocayano-thioesters with two different functional groups in one pot using photoredox catalysis under mild reaction conditions. Based on the reactivity of thiocyanate radical, the protocol has been further extended for the direct cyanation of disulfides and diselenides to access aryl thiocyanates and aryl selenocyanate. A series of control experiments and Stern-Volmer studies have been carried out to validate the mechanistic pathways.
Base dependent oxidative rearrangement of dithiolanes and dithianes to access disulfide-linked-di... more Base dependent oxidative rearrangement of dithiolanes and dithianes to access disulfide-linked-dithioesters under visible-light photoredox catalytic conditions has been disclosed. The protocol demonstrated the ability to synthesize either rearranged product or sulfoxide by simply switching the base with inherent ability to make hydrogen bonding with sulfur atom. Unlike, the usual deprotection of thioacetals to corresponding aldehydes under the oxidative conditions, we observed the unique regioselective oxidative reactivity of thioacetals to form disulfide-linked-dithioester or sulfoxides. The generality of the protocol has been demonstrated by exploring a wide range of substrates. As an application the in-situ generated thyil radical has been trapped with disulfides to prepare hetro-disulfides of potential utility. The protocol proved to be practical on gram scale quantity and relied on clean energy source for the transformation. Based on the series of control experiments, cyclic vo...
Handbook of CH‐Functionalization, Nov 29, 2022
Chemistry – An Asian Journal
The cyanation of organic compounds is an important and useful process as it directly provides nit... more The cyanation of organic compounds is an important and useful process as it directly provides nitriles which in turn can be utilized for different transformations. Although, thiocyanate salt has emerged as a very mild and environmentally friendly “source of CN” alternative to toxic and metal based cyanating reagents; its synthetic utility for the cyanation is highly limited to very few types of organic compounds. We have explored the reactivity of sodium thiocyanate for directly cyanating cyclic thioacetals for accessing thiocayano-thioesters with two different functional groups in one pot using photoredox catalysis under mild reaction conditions. Based on the reactivity of thiocyanate radical, the protocol has been further extended for the direct cyanation of disulfides and diselenides to access aryl thiocyanates and aryl selenocyanate. A series of control experiments and Stern-Volmer studies have been carried out to validate the mechanistic pathways.
Base dependent oxidative rearrangement of dithiolanes and dithianes to access disulfide-linked-di... more Base dependent oxidative rearrangement of dithiolanes and dithianes to access disulfide-linked-dithioesters under visible-light photoredox catalytic conditions has been disclosed. The protocol demonstrated the ability to synthesize either rearranged product or sulfoxide by simply switching the base with inherent ability to make hydrogen bonding with sulfur atom. Unlike, the usual deprotection of thioacetals to corresponding aldehydes under the oxidative conditions, we observed the unique regioselective oxidative reactivity of thioacetals to form disulfide-linked-dithioester or sulfoxides. The generality of the protocol has been demonstrated by exploring a wide range of substrates. As an application the in-situ generated thyil radical has been trapped with disulfides to prepare hetro-disulfides of potential utility. The protocol proved to be practical on gram scale quantity and relied on clean energy source for the transformation. Based on the series of control experiments, cyclic vo...