Abstract
We report herein, an unprecedented reactivity of
propargyl alcohols as a “Three-Carbon Synthon” in the synthesis of core
structures of isocryptolepine, g-carbolines,
dihydrochromeno[2,3-b]indoles and diindolylmethane's (DIM) derivatives.
The transformation involves a rhodium(III)-catalyzed C-H functionalization, heteroannulation
of indoles followed by cascade cyclization with external as well as internal
nucleophiles to afford diverse products. The reaction features highly effective
transformations involving two C-C, two C-N
and two C-O bonds, leading to
the formation of a variety of molecular frameworks that are a part of several
biologically active natural products.
Supplementary materials
Title
Prajyot ChemRxiv SI Rh cat heteroannulation Feb21
Description
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