61692-85-1Relevant academic research and scientific papers
Organoborane-catalyzed selective 1,2-reduction of alkynones with hydride transfer: Synthesis of benzyl alkynes
Li, Huilin,Man, Qinghong,Ren, Yangqing,She, Xuegong,Wang, Lei,Yang, Mingyu,Yang, Zhigang,Zhai, Lele
, (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.
Cleavage of C–C and C–O Bonds to Form C–C Bonds: Direct Cross-Coupling between Acetylenic Alcohols and Benzylic Carbonates
Mi, Zhiyuan,Tang, Jiahao,Guan, Zhipeng,Shi, Wei,Chen, Hao
, p. 4479 - 4482 (2018/09/10)
A palladium-catalyzed cross-coupling reaction between C(sp) and C(sp3) centers was achieved in excellent yields via C–C bond cleavage and C–O bond cleavage. This procedure uses relatively stable acetylenic alcohols as reactants instead of unsta
Synthetic method of diarylmethanes
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Paragraph 0274; 0275; 0276; 0277; 0278, (2017/08/28)
The invention discloses a synthetic method of diarylmethanes. The method is characterized in that benzyl pseudohalide and aromatic boric acid are reacted in an organic solvent under alkaline condition. The method employs easily available raw materials, conversion is realized under effect of no transition metal catalysis, water-free and oxygen-free are not required, Lewis acid catalysis is not required, the method has wide substrate universality, and various substituted diarylmethanes can be synthesized by the method.
Coupling of arylboronic acids with benzyl halides or mesylates without adding transition metal catalysts
Wu, Guojiao,Xu, Shuai,Deng, Yifan,Wu, Chaoqiang,Zhao, Xia,Ji, Wenzhi,Zhang, Yan,Wang, Jianbo
, p. 8022 - 8030 (2016/11/19)
We report herein a transition-metal-free coupling reaction of arylboronic acids with benzyl halides and mesylates for the construction of C(sp2)[sbnd]C(sp3) bonds. A unique feature of this coupling reaction is the formation regioisomers in some cases. Mechanistic studies suggest that this reaction may proceed via an unprecedented Friedel–Crafts-type reaction pathway under base conditions with the assistance of boronic acid moiety.
Indium(III) catalyzed direct sp3-sp C-C bond formation from alcohols and terminal alkynes
Nan, Guangming,Zhou, Jun
, p. 555 - 561 (2014/01/06)
A simple and efficient indium(III)-catalyzed sp3-sp C-C bond formation reaction via direct coupling of alcohols with terminal alkynes has been developed under mild conditions without any ligand, base or additive, in which both of aromatic and aliphatic alkynes and various alcohols such as benzylic, allylic and propargylic alcohols can be tolerated. This simple reaction system provides an attractive approach to a large number of internal alkynes in moderate to good yields, and only generates H2O as the side product.
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.
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.
Ruthenium-catalyzed propargylic reduction of propargylic alcohols with silanes
Nishibayashi, Yoshiaki,Shinoda, Akira,Miyake, Yoshihiro,Matsuzawa, Hiroshi,Sato, Mitsunobu
, p. 4835 - 4839 (2007/10/03)
Ru2 can do it! Substitution of the OH moiety in propargylic alcohols by hydride proceeds smoothly with triethylsilane by catalysis with the thiolate-bridged diruthenium complex 1 (see scheme; Cp* = η5-C5Me5). Th
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.
