ScholarLens Back to search
1969•Journal of the Chemical Society C OrganicRequires access

Reactive intermediates. Part II. Some addition reactions of benzyne

C. D. Campbell, Charles W. Rees

Open publisher page 15 citations

Abstract

Benzyne, generated by the oxidation of 1-aminobenzotriazole with lead tetra-acetate, adds to 1,3-dienes and reacts with nucleophiles in moderate to excellent yields. However, it generally dimerises much faster than it adds to heterocyclic dienes. Addition of benzyne to 2-methyl- and 2-benzyl-benzotriazole gives 1-phenylbenzotriazole. Mechanisms for these reactions are proposed. Benzyne, generated oxidatively, does not add appreciably to mono-olefins.

About this research paper

What this paper is about

Benzyne, generated by the oxidation of 1-aminobenzotriazole with lead tetra-acetate, adds to 1,3-dienes and reacts with nucleophiles in moderate to excellent yields. However, it generally dimerises much faster than it adds to heterocyclic dienes. Addition of benzyne to 2-methyl- and 2-benzyl-benzotriazole gives 1-phenylbenzotriazole. Mechanisms for these reactions are proposed. Benzyne, generated oxidatively, does not add appreciably to mono-olefins.

Why it matters

OpenAlex reports 15 citations for this work. Citation counts describe recorded attention and do not establish research quality.

Key contribution

A contribution statement is not available in the OpenAlex record.

Method / approach

Method details are not available in the OpenAlex metadata.

Main findings

Findings are not separately available in the OpenAlex metadata.

Limitations

Limitations are not available in the OpenAlex metadata.

Applications

Application details are not available in the OpenAlex metadata.

Available abstract

Benzyne, generated by the oxidation of 1-aminobenzotriazole with lead tetra-acetate, adds to 1,3-dienes and reacts with nucleophiles in moderate to excellent yields. However, it generally dimerises much faster than it adds to heterocyclic dienes. Addition of benzyne to 2-methyl- and 2-benzyl-benzotriazole gives 1-phenylbenzotriazole. Mechanisms for these reactions are proposed. Benzyne, generated oxidatively, does not add appreciably to mono-olefins.

Key concepts: Aryne, Chemistry, Nucleophile, Benzotriazole, Tetra, Reactive intermediate, Medicinal chemistry, Organic chemistry

Related papers

Related paper 1Related paper 2Related paper 3
Back to paper searchBrowse research topicsOriginal source
Reactive intermediates. Part II. Some addition reactions of benzyne — Research Paper | ScholarLens