Development of 3-triazenylaryne and its application to iterative aryne reactions via o-triazenylarylboronic acids

Literature Information

Publication Date 2023-11-02
DOI 10.1039/D3CC04878K
Impact Factor 6.222
Authors

Motoki Ito, Yuta Takishima, Rinto Ishikawa, Mao Kamimura, Hana Watanabe, Takehiro Konishi, Kazuhiro Higuchi, Shigeo Sugiyama


View Original

Abstract

Herein, a novel aryne species, 3-triazenylaryne, was developed and its regioselectivity was revealed. Based on the regioselectivity, various alkyne moieties were introduced by iodoalkynylation, and further derivatization to o-triazenylarylboronic acids as 3-alkynylaryne precursors was enabled. Therefore, 3-triazenylaryne was developed as a divergent platform for the generation of various 3-alkynylarynes.

Related Literature

Promoting laccase activity towards non-phenolic substrates: a mechanistic investigation with some laccase–mediator systems

Paola Baiocco, Anna Maria Barreca, Maura Fabbrini, Carlo Galli, Patrizia Gentili

2002-11-29 Paper

DOI: 10.1039/B208951C

Metal-free synthesis of N-sulfonylformamidines via skeletal reconstruction of sulfonyl oximonitriles

Feng Li, Ziyan Wu, Jingjing Wang, Siyuan Zhang, Jiaxin Yu, Zhen Yuan, Jingya Liu, Renzeng Shen, Yao Zhou

2021-12-02 Research Article

DOI: 10.1039/D1QO01665B

Catalytic asymmetric Tamura cycloaddition of homophthalic anhydrides with 2-arylidene-1,3-diones

Han Xu, Feng Sha, Qiong Li, Xin-Yan Wu

2018-09-19 Paper

DOI: 10.1039/C8OB01970C

Synthesis of nitrogen-tethered 1,6-enynes through CuI/TFA catalysis

Leilei Cao, Liliang Huang, Xianjun Xu

2021-12-03 Research Article

DOI: 10.1039/D1QO01358K

Ru-Catalyzed dehydrogenative synthesis of antimalarial arylidene oxindoles

Girish Singh Bisht, Akanksha M. Pandey, Moreshwar B. Chaudhari, Sandip G. Agalave, Abhishek Kanyal, Krishanpal Karmodiya, Boopathy Gnanaprakasam

2018-09-18 Paper

DOI: 10.1039/C8OB01852A

Tuning the biomimetic performances of 4-hydroxyproline-containing cyclic peptoids

R. Schettini, C. Costabile, G. Della Sala, J. Buirey, M. Tosolini, P. Tecilla, M. C. Vaccaro, I. Bruno, F. De Riccardis, I. Izzo

2018-08-27 Paper

DOI: 10.1039/C8OB01522H

Radical addition to oximeethers for asymmetric synthesis of β-amino acid derivatives

Hideto Miyabe, Kayoko Fujii, Takeaki Naito

2002-12-16 Paper

DOI: 10.1039/B208823A

An effective preparation of both 1,3-diketones and nitriles from alkynones with oximes as hydroxide sources

Pei Chen, Qian-Qian Zhang, Jia Guo, Lu-Lu Chen, Yan-Bo Wang, Xiao Zhang

2018-09-03 Paper

DOI: 10.1039/C8OB01861H

You might also like

Compound Q&A

What is the market or research trend for N-(4-Methoxybenzyl)-2-pyridinamine (CAS: 52818-63-0)?

N-(4-Methoxybenzyl)-2-pyridinamine (CAS: 52818-63-0) is increasingly being used ...

52818-63-0N-(4-Methoxybenzyl)-...
Compound Q&A

What precautions should be taken when handling Ethyl 4-(2-chlorophenyl)-1,3-thiazole-2-carboxylate (CAS: 1050507-06-6)?

When handling Ethyl 4-(2-chlorophenyl)-1,3-thiazole-2-carboxylate, appropriate p...

1050507-06-6Ethyl 4-(2-chlorophe...
Compound Q&A

What regulatory guidelines apply to diethyldiselane (CAS: 628-39-7)?

Diethyldiselane (CAS: 628-39-7) is classified under the Globally Harmonized Syst...

628-39-7Diethyldiselane
Compound Q&A

What is the market or research trend for oxocopper (CAS: 12053-18-8)?

The market for oxocopper (CAS: 12053-18-8) is primarily driven by its use in cat...

12053-18-8oxocopper; oxo-(oxoc...
Compound Q&A

What is the market or research trend for 5-{[(2-Methyl-2-propanyl)oxy]carbonyl}-5-azaspiro[2.4]heptane-7-carboxylic acid?

The market for 5-{[(2-Methyl-2-propanyl)oxy]carbonyl}-5-azaspiro[2.4]heptane-7-c...

1268519-54-55-{[(2-Methyl-2-prop...
Compound Q&A

What is 2-(1-Pyrrolidinyl)-4-pyridinamine (CAS: 35981-63-6)?

2-(1-Pyrrolidinyl)-4-pyridinamine is a chemical compound with the CAS number 359...

35981-63-62-(1-Pyrrolidinyl)-4...
Compound Q&A

What are the physical and chemical properties of 2-(3-Pyridinyl)-1-azabicyclo[2.2.2]octane (CAS: 91556-75-1)?

2-(3-Pyridinyl)-1-azabicyclo[2.2.2]octane (CAS: 91556-75-1) is a crystalline sol...

91556-75-12-(3-Pyridinyl)-1-az...
Compound Q&A

How is (S)-Alpha-allyl-proline hydrochloride (CAS: 129704-91-2) typically synthesized?

(S)-Alpha-allyl-proline hydrochloride is usually synthesized via a Wittig reacti...

129704-91-2(S)-Alpha-allyl-prol...
Compound Q&A

What is 3-Methyl-1,2-oxazole-5-carboxylic acid (CAS: 4857-42-5)?

3-Methyl-1,2-oxazole-5-carboxylic acid (CAS: 4857-42-5) is an organic compound w...

4857-42-53-Methyl-1,2-oxazole...
Compound Q&A

How is Lys-SMCC-DM1 (CAS: 1281816-04-3) typically synthesized?

Lys-SMCC-DM1 is synthesized via a multi-step process involving the coupling of S...

1281816-04-3Lys-SMCC-DM1

Source Journal

Chemical Communications

Chemical Communications
CiteScore: 8.6
Self-citation Rate: 4.7%
Articles per Year: 2458

ChemComm publishes urgent research which is of outstanding significance and interest to experts in the field, while also appealing to the journal’s broad chemistry readership. Our communication format is ideally suited to short, urgent studies that are of such importance that they require accelerated publication. Our scope covers all topics in chemistry, and research at the interface of chemistry and other disciplines (such as materials science, nanoscience, physics, engineering and biology) where there is a significant novelty in the chemistry aspects. Major topic areas covered include: Analytical Chemistry Catalysis Chemical Biology and medicinal chemistry Computational Chemistry and Machine Learning Energy and sustainable chemistry Environmental Chemistry Green Chemistry Inorganic Chemistry Materials Chemistry Nanoscience Organic Chemistry Physical Chemistry Polymer Chemistry Supramolecular Chemistry

Recommended Compounds

Recommended Suppliers

Disclaimer
This page provides academic journal information for reference and research purposes only. We are not affiliated with any journal publishers and do not handle publication submissions. For publication-related inquiries, please contact the respective journal publishers directly.
If you notice any inaccuracies in the information displayed, please contact us at support@chemtradehub.com. We will promptly review and address your concerns.