Gesellschaft Deutscher Chemiker

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Highly Regioselective Butylation of N‐Sulfonyl‐1,2,3‐triazoles by the Formation of Quaternary Carbon‐Centered C(sp3)─N Bonds

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An efficient example of quaternary carbon-centered C(sp3)─N bond formation has been developed using N-sulfonyl-1,2,3-triazoles and tert-butyl hydroperoxide via a radical addition to triazoles followed by an aromatic desulfonation with high regioselectivity in good yields without any additional catalysts or additives.


Abstract

An efficient example of quaternary carbon-centered C(sp3)─N bond formation has been developed using N-sulfonyl-1,2,3-triazoles and tert-butyl hydroperoxide with a high regioselectivity in good yields (71%–83%) without any additional catalysts or additives. The unprecedented reaction was possibly promoted by a radical addition to triazoles followed by an aromatic desulfonation process.

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