K₃PO₄-KOH Mixture as Efficient Reagent for the Deprotection of 4-Aryl-2-methyl-3-butyn-2-ols to Terminal Acetylenes

Abstract

A mixture of potassium hydroxide and potassium phosphate was found to be an active reagent mixture for the cleavage of 2-hydroxypropyl-protected acetylenes. The reaction was performed in toluene at reflux temperature and gave terminal acetylenes in good to excellent yields within very short periods of time. Numerous other functional groups are tolerated.

Supplementary materials are available for this article. Go to the publisher's online edition of Synthetic Communications® for full experimental and spectral details.

GRAPHICAL ABSTRACT

Keywords:

• Acetylenes
• deprotection
• synthesis

Notes

^a Yields refer to isolated products characterized by spectroscopic data (¹H and ¹³C NMR, MS, and IR analyses).