Iodosobenzene-Mediated Synthesis of 1-Benzothiazolyl- <i>o</i> -Carboranes

The innovation of synthetic strategies for incorporating heterocycles into carborane is a significant objective in the realm of carborane chemistry on account of the fact that heterocyclic skeletons are widespread among natural products as well as bioactive molecules and the versatility applications of carboranes in medicinal chemistry and materials science. This method disclosed a facile and practical protocol for the synthesis of 1-benzothiazolyl-<i>o</i>-carboranes through an iodosobenzene-mediated intramolecular oxidative annulation process of C(1)-<i>N</i>-arylthioaacylamino-<i>o</i>-carborane. A series of 1-benzothiazolyl-<i>o</i>-carboranes have been synthesized in good to excellent yields. This work would be an important reference for the synthesis of aromatic heterocycle-carborane derivatives and promote their applications in designing drug candidates and functional materials.

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Publication Details

Journal
The Journal of Organic Chemistry
Published
2026-03-23
DOI
https://doi.org/10.1021/acs.joc.5c03227
Primary Topic
Boron Compounds in Chemistry
Type
article
Field-Weighted Citation Impact
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article

Iodosobenzene-Mediated Synthesis of 1-Benzothiazolyl- o -Carboranes

Huijin Guo, Jiachun Zhong, Jing Wu, Quanli Zhang et al.
The Journal of Organic Chemistry
Boron Compounds in Chemistry
article

Iodosobenzene-Mediated Synthesis of 1-Benzothiazolyl- o -Carboranes

Huijin Guo, Jiachun Zhong, Jing Wu, Quanli Zhang, Ke Cao, Zejun Pu, Chunguang Zhu, Qiuxia Peng
article en

Abstract

The innovation of synthetic strategies for incorporating heterocycles into carborane is a significant objective in the realm of carborane chemistry on account of the fact that heterocyclic skeletons are widespread among natural products as well as bioactive molecules and the versatility applications of carboranes in medicinal chemistry and materials science. This method disclosed a facile and practical protocol for the synthesis of 1-benzothiazolyl-<i>o</i>-carboranes through an iodosobenzene-mediated intramolecular oxidative annulation process of C(1)-<i>N</i>-arylthioaacylamino-<i>o</i>-carborane. A series of 1-benzothiazolyl-<i>o</i>-carboranes have been synthesized in good to excellent yields. This work would be an important reference for the synthesis of aromatic heterocycle-carborane derivatives and promote their applications in designing drug candidates and functional materials.

The Journal of Organic Chemistry
Southwest University of Science and Technology (CN), Sichuan University of Science and Engineering (CN)
Openalex Percentile: Top 13%
Boron Compounds in Chemistry
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