40132-64-7Relevant articles and documents
Formation of allylated quaternary carbon centers: Via C-O/C-O bond fragmentation of oxalates and allyl carbonates
Chen, Haifeng,Ye, Yang,Tong, Weiqi,Fang, Jianhui,Gong, Hegui
, p. 454 - 457 (2020)
Disclosed herein emphasizes Fe-promoted cross-electrophile allylation of tertiary alkyl oxalates with allyl carbonates that generates all C(sp3)-quaternary centers. The reaction involves fragmentation of tertiary alkyl oxalate C-O bonds to give tertiary alkyl radical intermediates, addition of the radicals to less hindered alkene terminals, and subsequent cleavage of the allyl C-O bonds. Allylation with 2-aryl substituted allyl carbonates was mediated by Zn/MgCl2, and Fe is used to promote the radical addition efficiency. By introduction of activated alkenes, a three-component radical cascade reaction took place.
Method for synthesizing cis-olefin by catalyzing decarboxylation coupling reaction of NHP ester and aryl-terminated alkyne with iridium
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Paragraph 0088-0089; 0099; 0101, (2019/02/13)
The invention provides a method for synthesizing Z-selective olefin by catalyzing a decarboxylation coupling reaction of an NHP ester and aryl-terminated alkyne with iridium. The aryl-terminated alkyne and its derivative and the NHP ester undergo a one-po
Photo-induced Decarboxylative Heck-Type Coupling of Unactivated Aliphatic Acids and Terminal Alkenes in the Absence of Sacrificial Hydrogen Acceptors
Cao, Hui,Jiang, Heming,Feng, Hongyu,Kwan, Jeric Mun Chung,Liu, Xiaogang,Wu, Jie
supporting information, p. 16360 - 16367 (2018/11/27)
1,2-Disubstituted alkenes such as vinyl arenes, vinyl silanes, and vinyl boronates are among the most versatile building blocks that can be found in every sector of chemical science. We herein report a noble-metal-free method of accessing such olefins through a photo-induced decarboxylative Heck-type coupling using alkyl carboxylic acids, one of the most ubiquitous building blocks, as the feedstocks. This transformation was achieved in the absence of external oxidants through the synergistic combination of an organo photo-redox catalyst and a cobaloxime catalyst, with H2 and CO2 as the only byproducts. Both control experiments and DFT calculations supported a radical-based mechanism, which eventually led to the development of a selective three-component coupling of aliphatic carboxylic acids, acrylates, and vinyl arenes. More than 90 olefins across a wide range of functionalities were effectively synthesized with this simple protocol.