73927-07-8Relevant articles and documents
Catalytic Access to Functionalized Allylic gem-Difluorides via Fluorinative Meyer–Schuster-Like Rearrangement
An, Rui,Li, Huimin,Liao, Lihao,Wu, Jin-Ji,Xu, Yang,Zhao, Xiaodan
supporting information, p. 11010 - 11019 (2020/05/18)
An unprecedented approach for efficient synthesis of functionalized allylic gem-difluorides via catalytic fluorinative Meyer–Schuster-like rearrangement is disclosed. This transformation proceeded with readily accessible propargylic fluorides, and low-cost B–F reagents and electrophilic reagents by sulfide catalysis. A series of iodinated, brominated, and trifluoromethylthiolated allylic gem-difluorides that were difficult to access by other methods were facilely produced with a wide range of functional groups. Importantly, the obtained iodinated products could be incorporated into different drugs and natural products, and could be expediently converted into many other valuable gem-difluoroalkyl molecules as well. Mechanistic studies revealed that this reaction went through a regioselective fluorination of alkynes followed by a formal 1,3-fluorine migration under the assistance of the B–F reagents to give the desired products.
An efficient and regioselective direct aromatic iodination using iodine and nitrogen dioxide
Noda, Yumiki,Kashima, Mikito
, p. 6225 - 6228 (2007/10/03)
Direct iodination of a variety of aromatic compounds is achieved by using nitrogen dioxide as an oxidant in addition to iodine. The reaction affords aromatic monoidodides m high yields with high para-regioselectivity. 4,4'- Diiodo binuclear compounds are also obtained effectively by controlling the stoichiometry.
