Journal
ORGANIC LETTERS
Volume 23, Issue 2, Pages 376-381Publisher
AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.0c03876
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Funding
- National Natural Science Foundation of China [21861015]
- Natural Science Foundation of Guangxi [2018GXNSFBA138050]
- Special Fund for Talents of Guangxi [AD18281028, AD18281035]
- Shaanxi Provincial Key Laboratory Project [15JS010]
- Guangxi Key Laboratory of Agricultural Resources Chemistry and Biotechnology [2019KF07, 2019KF08]
- Cultivation Plan of Thousands of Young and Middle-aged Backbone Teachers in Guangxi Colleges and Universities
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A visible-light-induced cascade reaction of 2-vinyloxy arylalkynes with thiosulfonates was developed, yielding unexpected thio-substituted dibenzofuran derivatives in moderate yields. Mechanistic studies revealed the key intermediate in this reaction and the role of the additive disulfide in the aromatization process, presenting a new reaction mode for the construction of polycyclic oxygen heterocycles.
A visible-light-induced cascade reaction of 2-vinyloxy arylalkynes with thiosulfonates was developed and provided unexpected thio-substituted dibenzofuran derivatives in moderate yields. Mechanistic studies revealed the thiosulfonylation product of 2-vinyloxy arylalkyne was the key intermediate, and the additive disulfide played the role of hydrogen abstraction in the aromatization process to offer the desired product. This reaction presents a new reaction mode for the construction of polycyclic oxygen heterocycles.
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