Journal
CHEMICAL SCIENCE
Volume 8, Issue 3, Pages 2081-2085Publisher
ROYAL SOC CHEMISTRY
DOI: 10.1039/c6sc04274k
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Funding
- NSFC [21402200, 21672213]
- Strategic Priority Research Program of the Chinese Academy of Sciences [XDB20000000]
- 100 Talents Program
- 1000 Youth Talents Program
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Short alkyl chain Heck (type) reactions, especially methyl Heck reactions, are a difficult aspect of the alkyl Heck reaction. To provide a solution to this problem, iron-catalyzed methyl, ethyl and propyl Heck reactions were developed using readily available alkyl peroxides as alkyl sources. The reaction conditions were mild, clean, and easy to handle. No additive was needed, and no hazardous waste was generated. The products were obtained in up to 99% yield of one isomer for most situations. This reaction works for many types of olefin and tolerates a variety of functional groups. Several late-stage functionalizations of natural products and drug molecules were conducted to demonstrate the synthetic applications of this reaction.
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