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Computational predictions of substituted benzyne and indolyne regioselectivities

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https://doi.org/10.1016/j.tetlet.2015.01.022
Abstract

A computational study using DFT methods was performed for an array of mono and disubstituted benzynes and indolynes. The inherent distortion present in the geometry-optimized structures predicts the regioselectivity of aryne trapping by nucleophiles or cycloaddition partners. These studies will serve to enable the further use of unsymmetrical arynes in organic synthesis.

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