7338-94-5Relevant articles and documents
Multicomponent tandem reactions and polymerizations of alkynes, carbonyl chlorides, and thiols
Zheng, Chao,Deng, Haiqin,Zhao, Zujin,Qin, Anjun,Hu, Rongrong,Tang, Ben Zhong
, p. 1941 - 1951 (2015)
Multicomponent tandem reactions (MCTRs), with multiple bonds formed in a highly concise fashion in a single vessel, have been noted as one of the most powerful and popular synthetic strategies in modern organic chemistry. Attracted by their operational simplicity, synthetic efficiency, high atom economy, and environmental benefit, the MCTRs and the corresponding multicomponent tandem polymerizations (MCTPs) of alkynes, carbonyl chlorides, and aliphatic/aromatic thiols were developed. By combining the Sonogashira coupling reaction between alkynes and carbonyl chlorides, and the hydrothiolation reaction of electron-deficient alkynone intermediates, high atom economy was achieved in such one-pot, two-step, three-component reactions/polymerizations. The MCTPs can proceed efficiently under mild conditions near room temperature to afford sulfur-rich polymers with high molecular weight, high yield, high regioselectivity, and good stereoselectivity. Through the MCTPs of different combination of monofunctional and bifunctional monomers, polymers with tunable backbone structures and photophysical properties can be obtained. These polymers generally possess good solubility and film-forming ability. Their thin films enjoy high refractivity, and their photosensitivity enables easy modulation of the thin film refractive indices.
Organoborane-catalyzed selective 1,2-reduction of alkynones with hydride transfer: Synthesis of benzyl alkynes
Zhai, Lele,Yang, Zhigang,Man, Qinghong,Yang, Mingyu,Ren, Yangqing,Wang, Lei,Li, Huilin,She, Xuegong
, (2022/01/28)
Benzyl alkynes are important organic building blocks in organic synthesis. We report herein a B(C6F5)3-catalyzed site-selective 1,2-reduction of readily available alkynones to access benzyl alkyne derivatives. Under the de
Direct Photoexcitation of Ethynylbenziodoxolones: An Alternative to Photocatalysis for Alkynylation Reactions**
Amos, Stephanie G. E.,Cavalli, Diana,Le Vaillant, Franck,Waser, Jerome
supporting information, p. 23827 - 23834 (2021/09/25)
Ethynylbenziodoxolones (EBXs) are commonly used as radical traps in photocatalytic alkynylations. Herein, we report that aryl-substituted EBX reagents can be directly activated by visible light irradiation. They act as both oxidants and radical traps, alleviating the need for a photocatalyst in several reported EBX-mediated processes, including decarboxylative and deboronative alkynylations, the oxyalkynylation of enamides and the C?H alkynylation of THF. Furthermore, the method could be applied to the synthesis of alkynylated quaternary centers from tertiary alcohols via stable oxalate salts and from tertiary amines via aryl imines. A photocatalytic process using 4CzIPN as an organic dye was also developed for the deoxyalkynylation of oxalates.