Silica gel-induced aryne generation from o-triazenylarylboronic acids as stable solid precursors-Reference-Cited by-同舟云学术

Silica gel-induced aryne generation from o-triazenylarylboronic acids as stable solid precursors

Published:2021 Issue:12 Volume:8 Page:2963-2969
ISSN:2052-4129
Container-title:Organic Chemistry Frontiers
language:en
Short-container-title:Org. Chem. Front.

Author:

Ito Motoki¹²³^ORCID,Yamabayashi Yuka¹²³,Oikawa Mio¹²³,Kano Emi¹²³,Higuchi Kazuhiro¹²³^ORCID,Sugiyama Shigeo¹²³

Affiliation:

1. Meiji Pharmaceutical University

2. Tokyo 204-8588

3. Japan

Abstract

We developed o-triazenylarylboronic acids as stable solid aryne precursors, which generate arynes under mild conditions using silica gel as the sole reagent and undergo reactions with a range of arynophiles both in solution and in the solid-state.

Publisher

Royal Society of Chemistry (RSC)

Subject

Organic Chemistry

Link

http://pubs.rsc.org/en/content/articlepdf/2021/QO/D1QO00385B

Reference51 articles.

1. H. Yoshida , Nucleophilic Coupling with Arynes , in Comprehensive Organic Synthesis , ed. P. Knochel and G. A. Molander , Elsevier , Amsterdam , 2nd edn, 2014 , vol. 4 , pp. 517–579

2. A Comprehensive History of Arynes in Natural Product Total Synthesis

3. Aryne-based strategy in the total synthesis of naturally occurring polycyclic compounds

4. o-Silylaryl Triflates: A Journey of Kobayashi Aryne Precursors

5. Experimental and Theoretical Studies on Regiocontrol of Benzyne Reactions Using Silyl and Boryl Directing Groups

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