Benzothiazolines Acting as Carbanion and Radical Transfer Reagents in Carbon–Carbon Bond Construction
Traditionally employed as hydrogenation reagents, benzothiazolines have emerged as versatile carbanion and radical transfer reagents, playing a vital role in the construction of various carbon–carbon bonds. The cutting-edge progress in photochemistry and radical chemistry have prompted the study of...
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MDPI AG
2025-04-01
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| author | Xiaotang Chen Bao-Chen Qian |
| author_facet | Xiaotang Chen Bao-Chen Qian |
| author_sort | Xiaotang Chen |
| collection | DOAJ |
| description | Traditionally employed as hydrogenation reagents, benzothiazolines have emerged as versatile carbanion and radical transfer reagents, playing a vital role in the construction of various carbon–carbon bonds. The cutting-edge progress in photochemistry and radical chemistry have prompted the study of visible light-driven radical reactions, bringing benzothiazolines into a vibrant focus. Their chemical processes have been uncovered to encompass a variety of activation mechanisms, with five distinct modes having been identified. This work reviews the innovative applications of benzothiazolines as donors of alkyl or acyl groups, achieving hydroalkylation or hydroacylation and alkyl or acyl substitution. By examining their diverse activation mechanisms, this review highlights the potential of benzothiazolines serving as alkyl and acyl groups for further research and development. Moreover, this review will offer exemplary applications and inspiration to synthetic chemists, contributing to the ongoing evolution of benzothiazolines utility in organic synthesis. |
| format | Article |
| id | doaj-art-b8f294d879a44020ae577fa24be23f90 |
| institution | OA Journals |
| issn | 1420-3049 |
| language | English |
| publishDate | 2025-04-01 |
| publisher | MDPI AG |
| record_format | Article |
| series | Molecules |
| spelling | doaj-art-b8f294d879a44020ae577fa24be23f902025-08-20T02:28:20ZengMDPI AGMolecules1420-30492025-04-01308171110.3390/molecules30081711Benzothiazolines Acting as Carbanion and Radical Transfer Reagents in Carbon–Carbon Bond ConstructionXiaotang Chen0Bao-Chen Qian1College of Medical Engineering, Jining Medical University, Jining 272000, ChinaCollege of Medical Engineering, Jining Medical University, Jining 272000, ChinaTraditionally employed as hydrogenation reagents, benzothiazolines have emerged as versatile carbanion and radical transfer reagents, playing a vital role in the construction of various carbon–carbon bonds. The cutting-edge progress in photochemistry and radical chemistry have prompted the study of visible light-driven radical reactions, bringing benzothiazolines into a vibrant focus. Their chemical processes have been uncovered to encompass a variety of activation mechanisms, with five distinct modes having been identified. This work reviews the innovative applications of benzothiazolines as donors of alkyl or acyl groups, achieving hydroalkylation or hydroacylation and alkyl or acyl substitution. By examining their diverse activation mechanisms, this review highlights the potential of benzothiazolines serving as alkyl and acyl groups for further research and development. Moreover, this review will offer exemplary applications and inspiration to synthetic chemists, contributing to the ongoing evolution of benzothiazolines utility in organic synthesis.https://www.mdpi.com/1420-3049/30/8/1711benzothiazolinescarbanion transfer reagentsradical transfer reagentscarbon–carbon bond construction |
| spellingShingle | Xiaotang Chen Bao-Chen Qian Benzothiazolines Acting as Carbanion and Radical Transfer Reagents in Carbon–Carbon Bond Construction Molecules benzothiazolines carbanion transfer reagents radical transfer reagents carbon–carbon bond construction |
| title | Benzothiazolines Acting as Carbanion and Radical Transfer Reagents in Carbon–Carbon Bond Construction |
| title_full | Benzothiazolines Acting as Carbanion and Radical Transfer Reagents in Carbon–Carbon Bond Construction |
| title_fullStr | Benzothiazolines Acting as Carbanion and Radical Transfer Reagents in Carbon–Carbon Bond Construction |
| title_full_unstemmed | Benzothiazolines Acting as Carbanion and Radical Transfer Reagents in Carbon–Carbon Bond Construction |
| title_short | Benzothiazolines Acting as Carbanion and Radical Transfer Reagents in Carbon–Carbon Bond Construction |
| title_sort | benzothiazolines acting as carbanion and radical transfer reagents in carbon carbon bond construction |
| topic | benzothiazolines carbanion transfer reagents radical transfer reagents carbon–carbon bond construction |
| url | https://www.mdpi.com/1420-3049/30/8/1711 |
| work_keys_str_mv | AT xiaotangchen benzothiazolinesactingascarbanionandradicaltransferreagentsincarboncarbonbondconstruction AT baochenqian benzothiazolinesactingascarbanionandradicaltransferreagentsincarboncarbonbondconstruction |