1217974-20-3Relevant articles and documents
Synthesis of Aryl Silacarboxylates via Palladium-Catalyzed C-O Bond Formation of Silacarboxylic Acids and Aryl Iodides
Liang, Jin-Yan,Shen, Shou-Jie,Xu, Xiao-Hu,Fu, Yun-Long
, p. 6627 - 6631 (2018)
The first palladium-catalyzed C-O bond formation method for the synthesis of silacarboxylates by silacarboxylic acids with a broad range of aryl iodides and iodo-N-heterocycles is reported. Electron-deficient, electron-rich, and sterically hindered aryl iodides were well-tolerated to furnish the corresponding aryl silacarboxylates in moderate to excellent yields. Active functional groups, such as -NH2, -CHO, and allyl-, showed good tolerance, even in the large-scale synthesis. Double and triple esterification were also demonstrated to be effective.
Sila- and Germacarboxylic Acids: Precursors for the Corresponding Silyl and Germyl Radicals
Xu, Ning-Xin,Li, Bi-Xiao,Wang, Chao,Uchiyama, Masanobu
supporting information, p. 10639 - 10644 (2020/04/29)
Silicon-containing compounds are widely used as synthetic building blocks, functional materials, and bioactive reagents. In particular, silyl radicals are important intermediates for the synthesis and transformation of organosilicon compounds. Herein, we describe the first protocol for the generation of silyl radicals by photoinduced decarboxylation of silacarboxylic acids, which can be easily prepared in high yield on a gram scale and are very stable to air and moisture. Irradiation of silacarboxylic acids with blue LEDs (455 nm) in the presence of a commercially available photocatalyst releases silyl radicals, which can further react with various alkenes to give the corresponding silylated products in good-to-high yields with broad functional-group compatibility. This reaction proceeds in the presence of water, enabling efficient deuterosilylation of alkenes with D2O as the deuterium source. Germyl radicals were similarly obtained.
Asymmetrie synthesis of chiral silacarboxylic acids and their ester derivatives
Igawa, Kazunobu,Kokan, Naoto,Tomooka, Katsuhiko
supporting information; experimental part, p. 728 - 731 (2010/04/24)
Sila analogues: The first asymmetric synthesis of silacarboxylic acids with a stereogenic center at the silicon atom has been achieved from chiral nonracemic silanols, without loss of optical purity. Silacarboxylic acids can be converted into their corresponding esters using a Mitsunobu-type reaction.
