Making endo-cyclizations favorable again: a conceptually new synthetic approach to benzotriazoles via azide group directed lithiation/cyclization of 2-azidoaryl bromides-Reference-Cited by-同舟云学术

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Making endo-cyclizations favorable again: a conceptually new synthetic approach to benzotriazoles via azide group directed lithiation/cyclization of 2-azidoaryl bromides

Published:2019 Issue:18 Volume:17 Page:4523-4534
ISSN:1477-0520
Container-title:Organic & Biomolecular Chemistry
language:en
Short-container-title:Org. Biomol. Chem.

Author:

Ageshina Alexandra A.¹²³^ORCID,Chesnokov Gleb A.¹²³⁴⁵^ORCID,Topchiy Maxim A.¹²³⁴⁵^ORCID,Alabugin Igor V.⁶⁷⁸⁹^ORCID,Nechaev Mikhail S.¹²³⁴⁵^ORCID,Asachenko Andrey F.¹²³⁴⁵^ORCID

Affiliation:

1. A.V. Topchiev Institute of Petrochemical Synthesis

2. Russian Academy of Sciences

3. Russian Federation

4. M.V. Lomonosov Moscow State University

5. 119991 Moscow

6. Department of Chemistry & Biochemistry

7. Florida State University

8. Tallahassee

9. USA

Abstract

Practical alternative to the synthesis of benzotriazoles via bridging of two ortho-amino groups with an electrophilic nitrogen atom was developed.

Funder

Russian Science Foundation

Publisher

Royal Society of Chemistry (RSC)

Subject

Organic Chemistry,Physical and Theoretical Chemistry,Biochemistry

Link

http://pubs.rsc.org/en/content/articlepdf/2019/OB/C9OB00615J

Reference79 articles.

1. Bioactivity-Guided Navigation of Chemical Space

2. Rules for ring closure

3. Finding the right path: Baldwin “Rules for Ring Closure” and stereoelectronic control of cyclizations

4. Drawing Catalytic Power from Charge Separation: Stereoelectronic and Zwitterionic Assistance in the Au(I)-Catalyzed Bergman Cyclization

5. Benzotriazole: An overview on its versatile biological behavior

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