Carbene‐Catalyzed Formal [3+3] Cycloaddition Reaction for Access to Substituted 2‐Phenylbenzothiazoles

A carbene‐catalyzed oxidative cycloaddition reaction is developed for efficient access to multi‐functionalized 2‐phenylbenzothiazoles. A broad scope of heavily substituted arenes bearing 2‐benzothiazole groups have been prepared in good to excellent yields. The remote C(sp2)–H bond in the substitute...

Full description

Saved in:
Bibliographic Details
Published in:European journal of organic chemistry 2020-01, Vol.2020 (4), p.492-495
Main Authors: Ni, Zhibin, Mou, Chengli, Zhu, Xun, Qi, Puying, Yang, Song, Chi, Yonggui Robin, Jin, Zhichao
Format: Article
Language:English
Subjects:
2‐Phenylbenzothiazoles
Aromatic compounds
Benzene construction
Cycloaddition
Directing groups
Hydrogen bonds
N‐heterocyclic carbene
Remote C(sp2–H) activation
Substitutes
Citations: Items that this one cites
Items that cite this one
Online Access:Get full text
Tags: Add Tag
No Tags, Be the first to tag this record!
Description
Summary:A carbene‐catalyzed oxidative cycloaddition reaction is developed for efficient access to multi‐functionalized 2‐phenylbenzothiazoles. A broad scope of heavily substituted arenes bearing 2‐benzothiazole groups have been prepared in good to excellent yields. The remote C(sp2)–H bond in the substituted arene products can be activated by Pd catalysts in regio‐selective fashion with the direction of the 2‐benzothiazole groups. A carbene‐catalyzed oxidative cycloaddition reaction is developed for efficient access to multi‐functionalized 2‐phenylbenzothiazoles. A broad scope of heavily substituted arenes bearing 2‐benzothiazole groups have been prepared in good to excellent yields. The remote C(sp2)–H bond in the substituted arene products can be regioselectively activated by Pd catalysts with the direction of the 2‐benzothiazole groups.
ISSN:1434-193X
1099-0690
DOI:10.1002/ejoc.201901773