Redox-neutral access to isoquinolines via cobalt(III)-catalyzed C H acylmethylation/cyclization of benzimidates with sulfoxonium ylides

A practical and highly efficient method for the regioselective synthesis of isoquinolines was developed via cobalt-catalyzed C(sp²)−H activation and subsequent intramolecular tandem annulations between benzimidates and sulfoxonium ylides. Key to the success of this transformation was the use of an i...

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Veröffentlicht in:Tetrahedron letters 2024-08, Vol.146, p.155185, Article 155185
Hauptverfasser: Li, Min, Xia, Zhen, Tang, Lixing, Zhang, Bensong, Yan, Fupeng, Jiao, Yukun, Xiang, Shiqi, Zhang, Shiyu, Tan, Ze, Yu, Lin
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container_issue
container_start_page 155185
container_title Tetrahedron letters
container_volume 146
creator Li, Min
Xia, Zhen
Tang, Lixing
Zhang, Bensong
Yan, Fupeng
Jiao, Yukun
Xiang, Shiqi
Zhang, Shiyu
Tan, Ze
Yu, Lin
description A practical and highly efficient method for the regioselective synthesis of isoquinolines was developed via cobalt-catalyzed C(sp²)−H activation and subsequent intramolecular tandem annulations between benzimidates and sulfoxonium ylides. Key to the success of this transformation was the use of an inexpensive and bench-stable Cp*Co(III)-catalyst. Various functionalized isoquinolines were prepared successfully under base-free and oxidant-free conditions. This protocol features simple operation, broad substrate scope, and good functional group tolerance. Moreover, the reaction is scalable and tolerant of ambient air and moisture.
doi_str_mv 10.1016/j.tetlet.2024.155185
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subjects air
cobalt
isoquinolines
regioselectivity
title Redox-neutral access to isoquinolines via cobalt(III)-catalyzed C H acylmethylation/cyclization of benzimidates with sulfoxonium ylides
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