Microwave-assisted copper catalyzed decarboxylative reductive coupling ofpara-quinone methides with 3-indoleacetic acids: rapid access to polycyclic spiroindolequinone derivatives

Abstract

The green synthesis of indolylated diarylmethanes via copper-catalyzed decarboxylative reductive coupling of para-quinone methides (p-QMs) with 3-indoleacetic acids in radical reactions under microwave irradiation is described. The title compounds with...

Cooperative Triple Catalysis Enables Deaminative α-Indolmethylation of Carbonyl Compounds with Gramines

“…Some marketed drugs such as melatonin, Rizatriptan, and zafirlukast are shown in Scheme . With respect to their synthesis, recently, we and other groups developed transition-metal catalyzed decarboxylation coupling involving 3-indoleacetic acids as indolmethyl source. , Li et al and other groups reported the visible-light-induced decarboxylative cross-couplings of redox-active esters of 3-indoleacetic acids with organosulfinates, indoles, or coumarins . These methods have been used to synthesize various novel indolmethyl-substituted compounds.…”

Palladium-catalyzed highly chemoselective dearomative spirocyclization of Ugi adducts: facile access to functionalized benzoazepinespiroindolenines with diastereoselectivity

“…The difficulties might arise from both the chemoselectivity and diastereoselectivity control. Inspired by these findings and our interest in post-transformations of MCRs and the dearomatization of indoles, 14 we hereby report a rapid, step-economical, and highly efficient approach to spiro[benzo[ c ]azepine-5,3′-indol]-1(2 H )-one derivatives with excellent chemoselectivity and good diastereoselectivity (Scheme 1a). According to the regioselectivity of the in situ -generated Pd( ii ) oxidative addition complexes attack on the C3 position of the indole core, this strategy allows us to obtain a series of rare benzoazepinespiroindolenine derivatives as final targets.…”