THIOL MEDIATED MULTI-COMPONENT CARBON-CARBON BOND FORMING REACTIONS

Doron Pappo, Chemistry, Ben-Gurion University, Beer Sheva, Israel
Regev Parnes, Chemistry, Ben-Gurion University, Beer Sheva, Israel

Multi-component reactions offer opportunities for the design of complex molecular frameworks in a single step and in an atom economic manner. Many of the classic multi-component reactions exploit the reactivity of an iminium-ion that was formed selectively under thermodynamically controlled processes. While iminium-ion chemistry has been extensively studied under both thermodynamic and kinetic conditions, the chemistry of a closely related species, the thionium-ion, has mainly been studied under only kinetically controlled conditions (Pummerer reaction). Recently, our group developed a new class of catalytic Pummerer reactions that promote the coupling of thionium-ions, transformed in-situ from aldehydes and thiols under a reversible process, with various nucleophiles. Based on these new conditions, a number of multi-component reactions were developed that offer solutions to long-standing synthetic problems.  of your abstract here


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