Journal
JOURNAL OF ORGANIC CHEMISTRY
Volume 87, Issue 5, Pages 2845-2852Publisher
AMER CHEMICAL SOC
DOI: 10.1021/acs.joc.1c02747
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Funding
- National Natural Science Foundation of China [22171168, 22001151]
- Taishan Scholar Program of Shandong Province
- Shandong Provincial Natural Science Foundation [ZR2019QB004]
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An ionic cascade insertion/cyclization reaction has been developed for the synthesis of 2-halobenzothiazole/benzoselenazole derivatives, involving the introduction of a halogen atom during the formation of the five-membered ring.
An ionic cascade insertion/cyclization reaction of thia-/selena-functionalized arylisocyanides has been successfully developed for the efficient and practical synthesis of 2-halobenzothiazole/benzoselenazole derivatives. This synthetic protocol, incorporating a halogen atom when forming the five-membered ring of benzothia/selenazoles, is different from the existing ones, where halogenation of the preformed benzothia/selenazole precursors happens. Additionally, a facile access to 2-aminobenzothiazoles is also achieved by the one-pot cascade reaction of 2-isocyanoaryl thioethers, iodine, and amines.
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