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Sodium Tertiary Pentoxide: A Mild and Efficient Base to Make C-C Bond between Acetylenes and Aldehydes (or) Ketones Producing Propargyl Alcohols

Sebastian Antony Savarimuthu, Hajeeth Thankappan, Selvaraj Augustine Thomas, Devarajan Gnanaprakasi Leo Prakash, Leo Prakash Orcid Logo

ChemistrySelect, Volume: 3, Issue: 29, Pages: 8479 - 8482

Swansea University Author: Leo Prakash Orcid Logo

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DOI (Published version): 10.1002/slct.201801640

Abstract

This report confirms that sodium tertiary‐pentoxide is a very effective base for the nucleophilic addition of acetylenes to aldehydes and ketones in 1,4‐dioxane at room temperature. These mild and operationally simple procedures have been working well with a variety of aromatic and heteroaromatic al...

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Published in: ChemistrySelect
ISSN: 2365-6549
Published: 2018
Online Access: Check full text

URI: https://cronfa.swan.ac.uk/Record/cronfa43524
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Abstract: This report confirms that sodium tertiary‐pentoxide is a very effective base for the nucleophilic addition of acetylenes to aldehydes and ketones in 1,4‐dioxane at room temperature. These mild and operationally simple procedures have been working well with a variety of aromatic and heteroaromatic aldehydes and also equally working well with aliphatic, aromatic and heteroaromatic ketones. A very clean product of secondary and tertiary propargylic alcohols were obtained from 70–94% yield. This process has been explored in bulk scale synthesis on selected molecules and also adapted the column free purification for most of the substrates.
Keywords: Aldehydes, Alkynes, C–C bond formation Ketones, Propargyl alcohols
College: Faculty of Science and Engineering
Issue: 29
Start Page: 8479
End Page: 8482