Journal
ORGANIC LETTERS
Volume 20, Issue 18, Pages 5692-5695Publisher
AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.8b02414
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Funding
- Natural Science Foundation of China [21871234]
- Zhejiang Provincial Natural Science Foundation of China for Distinguished Young Scholars [LR15H300001]
- Zhejiang Provincial Thousand-Talent Program
- Zhejiang University of Technology
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An efficient protocol for the palladium-catalyzed direct arene C-H acyloxylation of benzothiadiazole-arene derivatives is reported for the first time. The key strategy is the employment of benzothiadiazole as a modifiable directing group. The highly selective mono- or bisacyloxylation can be achieved by tuning the reaction conditions, affording various acyloxylated benzothiadiazole derivatives, which could offer a rational tailoring of their electronic properties and be applied in organic electronic and optoelectronic materials. Finally, by diversity-oriented modification of the benzothiadiazole directing group, the acyloxylated products can be readily converted into various valuable functionalized (hetero)biaryls.
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