Journal
CHINESE CHEMICAL LETTERS
Volume 33, Issue 9, Pages 4293-4297Publisher
ELSEVIER SCIENCE INC
DOI: 10.1016/j.cclet.2022.01.013
Keywords
Deuteration; Deuteriodifluoromethylthiolation; Photocatalytic; Electrophilic; Radical
Categories
Funding
- National Natural Science Foundation of China [21776138, 22078161]
- Fundamental Research Funds for the Central Universities [30920021124, 30918011314]
- Natural Science Foundation of Jiangsu Province [BK20180476]
- Postdoctoral Science Foundation [2019M661848]
- Priority Academic Program Development of Jiangsu Higher Education Institutions
- Center for Advanced Materials and Technology in Nanjing University of Science and Technology
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A new, stable, and scalable reagent, PhthSCF(2)D, has been developed for deuteriodifluoromethylthiolation, which can be applied in both photocatalytic radical and electrophilic reactions.
A new, stable and scalable reagent for deuteriodifluoromethylthiolation (deuterated N-difluoromethylthiophthalimide, PhthSCF(2)D) has been developed. This reagent can be applied for the photocatalytic radical deuteriodifluoromethylthiolation of various olefins and aldehydes (30 examples). Meanwhile, it can achieve the electrophilic deuteriodifluoromethylthiolation of a series of electrophilic substrates including electron-rich arenes, aryl/vinylboronicacids, alkynes, amines, thiols and beta-ketoesters (22 examples). Some complex molecules can also be applied in both radical and electrophilic deuteriodifluoromethylthiolation using PhthSCF(2) D as the reagent. (C) 2022 Published by Elsevier B.V. on behalf of Chinese Chemical Society and Institute of Materia Medica, Chinese Academy of Medical Sciences.
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