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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
Author(s) -
Savarimuthu Sebastian Antony,
Thankappan Hajeeth,
Thomas Selvaraj Augustine,
Prakash Devarajan Gnanaprakasi Leo
Publication year - 2018
Publication title -
chemistryselect
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.437
H-Index - 34
ISSN - 2365-6549
DOI - 10.1002/slct.201801640
Subject(s) - pentoxide , chemistry , yield (engineering) , organic chemistry , phosphorus pentoxide , nucleophile , propargyl , base (topology) , sodium , tertiary alcohols , nucleophilic addition , medicinal chemistry , catalysis , vanadium , materials science , metallurgy , mathematical analysis , mathematics
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.