Rh-catalyzed chemo-, stereo- and regioselective C–H cascade annulation of indolyloxopropanenitriles for pyranoindoles.

Autor: Kotipalli, Ramesh, Babu, Undamatla Suri, Nanubolu, Jagadeesh Babu, Reddy, Maddi Sridhar
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Zdroj: Chemical Communications; 8/28/2023, Vol. 59 Issue 67, p10137-10140, 4p
Abstrakt: Selective annulations of alkynes represent a powerful tool for constructing multicyclic scaffolds while installing desired substitution patterns with precision. Herein, we report a Rh-catalyzed unique annulation of indolyl oxopropanenitrile with hydroxy-alkynoates to access pyranoindole cyclic motifs, featuring enol oxygen as a rare chemoselective reactive terminal. The reaction proceeds via a five-membered oxy-rodacycle through C–H activation by a rhodium complex guided by enolic- and propargyloxy dual co-ordination to enable a regio- and stereoselective modular assembly. [ABSTRACT FROM AUTHOR]
Databáze: Complementary Index