Regiocontrolled Ruthenium-Catalyzed Isomerization of Propargyl Alcohols

Abstract

A diaminocyclopentadienone ruthenium complex allows control of regioselectivity in the ruthenium-catalyzed isomerization of propargyl alcohols through the choice of additive. Thereby, both products of the Meyer–Schuster rearrangement and redox isomerization products are selectively accessible. In the presence of hydroxylamine-O-sulfonic acid, unsaturated nitriles are formed instead. The ruthenium catalyst is readily available and stable to moisture, air, and acidic conditions.

Key words

ruthenium - Meyer–Schuster rearrangement - redox isomerization - unsaturated nitriles - propargyl alcohols

Publication History

Received: 07 February 2024

Accepted after revision: 14 March 2024

Accepted Manuscript online:
14 March 2024

Article published online:
02 April 2024

• References

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