Practical Synthesis of Ethynyl(phenyl)-λ(3)-Iodane Using Calcium Carbide as an Ethynyl Group Source

Stannylation of calcium carbide followed by Sn–hypervalent iodine(III) exchange reaction cleanly afforded the electrophilic ethynylating agent ethynyl(phenyl)-λ(3)-iodane in high yield. This two-step method uses very inexpensive materials and is readily operable without any special precautions.

Detalles Bibliográficos
Autores principales: Hashishin, Takahiro, Osawa, Taisei, Miyamoto, Kazunori, Uchiyama, Masanobu
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Frontiers Media S.A. 2020
Materias:
Chemistry
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7010717/
https://www.ncbi.nlm.nih.gov/pubmed/32117863
http://dx.doi.org/10.3389/fchem.2020.00012
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author Hashishin, Takahiro
Osawa, Taisei
Miyamoto, Kazunori
Uchiyama, Masanobu
author_facet Hashishin, Takahiro
Osawa, Taisei
Miyamoto, Kazunori
Uchiyama, Masanobu
author_sort Hashishin, Takahiro
collection PubMed
description Stannylation of calcium carbide followed by Sn–hypervalent iodine(III) exchange reaction cleanly afforded the electrophilic ethynylating agent ethynyl(phenyl)-λ(3)-iodane in high yield. This two-step method uses very inexpensive materials and is readily operable without any special precautions.
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spelling pubmed-70107172020-02-28 Practical Synthesis of Ethynyl(phenyl)-λ(3)-Iodane Using Calcium Carbide as an Ethynyl Group Source Hashishin, Takahiro Osawa, Taisei Miyamoto, Kazunori Uchiyama, Masanobu Front Chem Chemistry Stannylation of calcium carbide followed by Sn–hypervalent iodine(III) exchange reaction cleanly afforded the electrophilic ethynylating agent ethynyl(phenyl)-λ(3)-iodane in high yield. This two-step method uses very inexpensive materials and is readily operable without any special precautions. Frontiers Media S.A. 2020-02-04 /pmc/articles/PMC7010717/ /pubmed/32117863 http://dx.doi.org/10.3389/fchem.2020.00012 Text en Copyright © 2020 Hashishin, Osawa, Miyamoto and Uchiyama. http://creativecommons.org/licenses/by/4.0/ This is an open-access article distributed under the terms of the Creative Commons Attribution License (CC BY). The use, distribution or reproduction in other forums is permitted, provided the original author(s) and the copyright owner(s) are credited and that the original publication in this journal is cited, in accordance with accepted academic practice. No use, distribution or reproduction is permitted which does not comply with these terms.
spellingShingle Chemistry
Hashishin, Takahiro
Osawa, Taisei
Miyamoto, Kazunori
Uchiyama, Masanobu
Practical Synthesis of Ethynyl(phenyl)-λ(3)-Iodane Using Calcium Carbide as an Ethynyl Group Source
title Practical Synthesis of Ethynyl(phenyl)-λ(3)-Iodane Using Calcium Carbide as an Ethynyl Group Source
title_full Practical Synthesis of Ethynyl(phenyl)-λ(3)-Iodane Using Calcium Carbide as an Ethynyl Group Source
title_fullStr Practical Synthesis of Ethynyl(phenyl)-λ(3)-Iodane Using Calcium Carbide as an Ethynyl Group Source
title_full_unstemmed Practical Synthesis of Ethynyl(phenyl)-λ(3)-Iodane Using Calcium Carbide as an Ethynyl Group Source
title_short Practical Synthesis of Ethynyl(phenyl)-λ(3)-Iodane Using Calcium Carbide as an Ethynyl Group Source
title_sort practical synthesis of ethynyl(phenyl)-λ(3)-iodane using calcium carbide as an ethynyl group source
topic Chemistry
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7010717/
https://www.ncbi.nlm.nih.gov/pubmed/32117863
http://dx.doi.org/10.3389/fchem.2020.00012
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