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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
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URI: https://cronfa.swan.ac.uk/Record/cronfa43524
first_indexed 2018-08-20T13:53:38Z
last_indexed 2018-11-12T20:19:19Z
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spelling 2018-11-12T15:43:18.0725822 v2 43524 2018-08-20 Sodium Tertiary Pentoxide: A Mild and Efficient Base to Make C-C Bond between Acetylenes and Aldehydes (or) Ketones Producing Propargyl Alcohols bd72868c48af6c0b04bf9f6bb48ce324 0000-0002-8812-8927 Leo Prakash Leo Prakash true false 2018-08-20 EAAS 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. Journal Article ChemistrySelect 3 29 8479 8482 2365-6549 Aldehydes, Alkynes, C–C bond formation Ketones, Propargyl alcohols 31 12 2018 2018-12-31 10.1002/slct.201801640 COLLEGE NANME Engineering and Applied Sciences School COLLEGE CODE EAAS Swansea University 2018-11-12T15:43:18.0725822 2018-08-20T09:43:50.1151246 Faculty of Science and Engineering School of Engineering and Applied Sciences - Materials Science and Engineering Sebastian Antony Savarimuthu 1 Hajeeth Thankappan 2 Selvaraj Augustine Thomas 3 Devarajan Gnanaprakasi Leo Prakash 4 Leo Prakash 0000-0002-8812-8927 5 0043524-18092018091017.pdf savarimuthu2018.pdf 2018-09-18T09:10:17.6430000 Output 499007 application/pdf Accepted Manuscript true 2019-08-02T00:00:00.0000000 true eng
title Sodium Tertiary Pentoxide: A Mild and Efficient Base to Make C-C Bond between Acetylenes and Aldehydes (or) Ketones Producing Propargyl Alcohols
spellingShingle Sodium Tertiary Pentoxide: A Mild and Efficient Base to Make C-C Bond between Acetylenes and Aldehydes (or) Ketones Producing Propargyl Alcohols
Leo Prakash
title_short Sodium Tertiary Pentoxide: A Mild and Efficient Base to Make C-C Bond between Acetylenes and Aldehydes (or) Ketones Producing Propargyl Alcohols
title_full Sodium Tertiary Pentoxide: A Mild and Efficient Base to Make C-C Bond between Acetylenes and Aldehydes (or) Ketones Producing Propargyl Alcohols
title_fullStr Sodium Tertiary Pentoxide: A Mild and Efficient Base to Make C-C Bond between Acetylenes and Aldehydes (or) Ketones Producing Propargyl Alcohols
title_full_unstemmed Sodium Tertiary Pentoxide: A Mild and Efficient Base to Make C-C Bond between Acetylenes and Aldehydes (or) Ketones Producing Propargyl Alcohols
title_sort Sodium Tertiary Pentoxide: A Mild and Efficient Base to Make C-C Bond between Acetylenes and Aldehydes (or) Ketones Producing Propargyl Alcohols
author_id_str_mv bd72868c48af6c0b04bf9f6bb48ce324
author_id_fullname_str_mv bd72868c48af6c0b04bf9f6bb48ce324_***_Leo Prakash
author Leo Prakash
author2 Sebastian Antony Savarimuthu
Hajeeth Thankappan
Selvaraj Augustine Thomas
Devarajan Gnanaprakasi Leo Prakash
Leo Prakash
format Journal article
container_title ChemistrySelect
container_volume 3
container_issue 29
container_start_page 8479
publishDate 2018
institution Swansea University
issn 2365-6549
doi_str_mv 10.1002/slct.201801640
college_str Faculty of Science and Engineering
hierarchytype
hierarchy_top_id facultyofscienceandengineering
hierarchy_top_title Faculty of Science and Engineering
hierarchy_parent_id facultyofscienceandengineering
hierarchy_parent_title Faculty of Science and Engineering
department_str School of Engineering and Applied Sciences - Materials Science and Engineering{{{_:::_}}}Faculty of Science and Engineering{{{_:::_}}}School of Engineering and Applied Sciences - Materials Science and Engineering
document_store_str 1
active_str 0
description 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.
published_date 2018-12-31T04:26:33Z
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score 11.089572

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