61692-86-2Relevant academic research and scientific papers
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
Palladium-Catalyzed Coupling of Terminal Alkynes with Benzyl Ammonium Salts
Xu, Silin,Zhang, Zhenming,Han, Chunyu,Hu, Wenkai,Xiao, Tiwen,Yuan, Yanan,Zhao, Junfeng
, p. 12192 - 12197 (2019/10/11)
A highly efficient palladium-catalyzed Sonogashira coupling of benzylic ammonium salts with terminal alkynes is developed. This strategy provides a facile access to a series of internal alkyne derivatives in moderate to excellent yields via C-N bond cleavage and C(sp3)-C(sp) bond formation. The broad substrate scope and high functional group tolerance make this reaction attractive for organic synthesis.
Application of Hantzsch Ester and Meyer Nitrile in Radical Alkynylation Reactions
Liu, Xu,Liu, Ruoyu,Dai, Jie,Cheng, Xu,Li, Guigen
supporting information, p. 6906 - 6909 (2018/10/25)
The first example of constructing a Csp3-Csp bond with substituted Hantzsch ester and Meyer nitrile is reported. When benziodoxole-activated alkyne was applied as the alkynyl donor, products containing Csp3-Csp bonds involving primary, secondary, and tertiary carbon centers were achieved in up to 97% yields. K2S2O8 was the optimum radical initiator in this reaction.
Heteropolyacid-catalyzed direct deoxygenation of propargyl and allyl alcohols
Egi, Masahiro,Kawai, Takuya,Umemura, Megumi,Akai, Shuji
, p. 7092 - 7097 (2012/10/07)
The combination of H3[PW12O40] ?nH2O (1 mol %) and Et3SiH led to the direct catalytic deoxygenation of propargyl alcohols, in which proper solvent selection Cl(CH2)2Cl vs CF3CH2OH was the key to obtaining better product yields. Under similar conditions, the deoxygenation of allyl alcohols proceeded to give thermodynamically stable alkenes with migration of the double bonds in good yields.
Simple and efficient nickel-catalyzed cross-coupling reaction of alkynylalanes with benzylic and aryl bromides
Biradar, Deepak B.,Gau, Han-Mou
supporting information; experimental part, p. 10467 - 10469 (2011/10/19)
Highly efficient and simple coupling reactions of benzylic and aryl bromides with aluminium acetylide catalyzed by NiCl2(PPh 3)2 are reported. The coupling reactions proceed at room temperature employing 4 mol% catalyst, affording coupling products in excellent yields of up to 95% in short reaction times. The system worked efficiently with aryl and heterocyclic bromides as well.
Palladium-catalyzed decarboxylative coupling of alkynyl carboxylic acids with benzyl halides or aryl halides
Zhang, Wen-Wu,Zhang, Xing-Guo,Li, Jin-Heng
experimental part, p. 5259 - 5264 (2010/10/04)
(Figure presented) The synthesis of internal benzyl alkynes and 1,2-diarylalkynes has been developed via palladium-catalyzed decarboxylative coupling reactions of alkynyl carboxylic acids with benzyl chlorides or aryl halides. In the presence of Pd(OAc)2 and Xphos (L3), alkynyl carboxylic acids smoothly underwent the reaction with various benzyl halides, providing the corresponding benzyl alkynes in moderate to good yields. It is noteworthy that the optimal conditions are compatible with a wide range of aryl halides including less active aryl chlorides.
Gold(I)-catalyzed arylmethylation of terminal alkynes
Li, Changkun,Li, Weibin,Wang, Jianbo
supporting information; experimental part, p. 2533 - 2535 (2009/07/26)
AuCl/AgOTf catalyzes the reaction of terminal alkynes with aryl trichloroacetimidate to afford arylmethylation products in moderate to good yields.
Lewis acid catalyzed propargylation of arenes with O-propargyl trichloroacetimidates: Synthesis of 1,3-diarylpropynes
Li, Changkun,Wang, Jianbo
, p. 7431 - 7434 (2008/02/11)
(Chemical Equation Presented) The BF3·OEt 2-catalyzed Friedel-Crafts propargylation of aromatic compounds with O-propargyl trichloroacetimidates is highly efficient and affords 1,3-diarylpropyne derivatives in good yields.
Indium tribromide-catalyzed deacetoxylation of propargylic acetate with triethylsilane
Sakai, Norio,Hirasawa, Maki,Konakahara, Takeo
, p. 6407 - 6409 (2007/10/03)
Indium(III) bromide catalyzed the deacetoxylation of propargylic acetates with Et3SiH to produce the corresponding internal alkynes containing a variety of functional groups in good yields.
