442904-01-0Relevant academic research and scientific papers
Accessing Polycyclic Heteroarenes Enabled by Copper-Catalyzed Aerobic Oxidative C–H/C–H [4 + 2] Annulation of 3-Arylindole Derivatives
Yue, Yuanyuan,Yang, Yan,Sun, Chunying,Chao, Junli,Ye, Yaqing,Guo, Xiaohui,Liu, Jianming
supporting information, p. 478 - 483 (2022/01/20)
Several polycyclic aromatic hydrocarbons are delivered at room temperature by copper-catalyzed aerobic oxidative C–H/C–H [4 + 2] annulation of alkyl-substituted 3-arylindole derivatives. Specifically, dual aryl C–H functionalization is furnished under mil
Synthesis of 2-Aryl Acetophenones via Hydrobromination and Oxy-isomerization of (o-Arylethynyl)benzyl Alcohols
Kuan, Tzu-Hsuan,Hou, Duen-Ren
, p. 6907 - 6917 (2021/05/06)
Hydrobromination and oxy-isomerization of (o-arylethynyl)benzyl alcohols to yield brominated aryl ketones were achieved with bromotrimethylsilane. The substrate scope suggested that vinyl carbocations, stabilized by the conjugated aryl groups, are the rea
Addition of benzyl ethers to alkynes: A metal-free synthesis of 1: H -isochromenes
Chen, Cheng-Chun,Hou, Duen-Ren,Kotipalli, Trimurtulu,Kuan, Tzu-Hsuan
, p. 10390 - 10402 (2021/12/17)
Bromotrimethylsilane (TMSBr)-promoted intramolecular cyclization of (o-arylethynyl)benzyl ethers to form 1H-isochromenes at room temperature is reported. Further studies indicated that vinyl carbocations are the reaction intermediates which are stabilized by the conjugated aryl groups. Thus, O-addition of benzyl ethers/tetrahydropyrans to alkynes was achieved under metal-free, acidic conditions. These reaction conditions were compatible with an alkynyl Prins reaction; therefore, 1H-isochromenes were produced directly from alkynyl benzaldehydes and alkynyl alcohols using a one-pot procedure. This journal is
Fused-Ring Formation by an Intramolecular “Cut-and-Sew” Reaction between Cyclobutanones and Alkynes
Deng, Lin,Jin, Likun,Dong, Guangbin
supporting information, p. 2702 - 2706 (2018/02/12)
The development of a catalytic intramolecular “cut-and-sew” transformation between cyclobutanones and alkynes to construct cyclohexenone-fused rings is described herein. The challenge arises from the need for selective coupling at the more sterically hind
Efficient synthesis of isothiochromene derivatives by Pd-catalyzed hydrothiolation reaction
Feng, Jie,Lv, Meifang,Lu, Guoping,Cai, Chun
supporting information, p. 5312 - 5317 (2014/10/15)
An efficient method for the preparation of isothiochromene derivatives through the palladium-catalyzed intramolecular hydrothiolation reaction of halides and thiourea is reported. Two carbon-sulfur bonds are formed in this one-pot palladium-catalyzed cascade reaction. This new protocol is free from foul-smelling thiols and operates under mild conditions to give isothiochromene derivatives in excellent yields and with excellent 6-endo-dig selectivity. Copyright
Studies on tellurium-containing heterocycles. Part 18. Preparation and structure of 2-benzotelluropyrylium salts and 2-benzoselenopyrylium salts
Sashida, Haruki,Ohyanagi, Kazuo,Minoura, Mao,Akiba, Kin-Ya
, p. 606 - 612 (2007/10/03)
The regioselective and stereospecific intramolecular ring closure reactions of o-ethynylbenzyl tellurols 5A and o-ethynylbenzyl selenols 5B, which were readily generated by the reaction of the o-ethynylbenzyl bromides 4 with sodium hydrogen telluride (NaH
Synthesis of N1-substituted analogues of (2R,4R)-4-amino-pyrrolidine-2,4-dicarboxylic acid as agonists, partial agonists, and antagonists of group II metabotropic glutamate receptors
Mukhopadhyaya, Jayanta Kumar,Kozikowski, Alan P.,Grajkowska, Ewa,Pshenichkin, Sergey,Wroblewski, Jarda T.
, p. 1919 - 1924 (2007/10/03)
The chemical synthesis of a series of N1-substituted derivatives of (2R,4R)-4-aminopyrrolidine-2,4-dicarboxylic acid [(2R,4R)-APDC] as constrained analogues of γ-substituted glutamic acids is described. Appropriate substitution of the N1-position results in agonist, partial agonist, or antagonist activity at mGluR2, mGluR3, and/or mGluR6.
Integrated Chemical Process: One-Pot Double Elimination Method for Acetylenes
Orita, Akihiro,Yoshioka, Naonori,Struwe, Petra,Braier, Arnold,Beckmann, Anke,Otera, Junzo
, p. 1355 - 1363 (2007/10/03)
A novel one-pot process for synthesis of acetylenes has been achieved in which the following series of steps are integrated: addition of an α-anion of sulfone to aldehyde; trapping of the resulting adduct to incorporate a leaving group, and double elimination of this intermediate. Consolidation of Peterson elimination renders the process much simpler. This method provides a convenient and high-yielding access to a variety of enynes and polyynes as well as to functionally substituted aryl acetylenes containing halogen(s) or acetal groups, which are useful building blocks for aryl acetylene scaffolds. Iteration of the one-pot generation of acetylenic bonds provides a new metodology for the buildup of aryl acetylene skeletons.
