213599-20-3Relevant academic research and scientific papers
Synthesis of Ketones and Esters from Heteroatom-Functionalized Alkenes by Cobalt-Mediated Hydrogen Atom Transfer
Ma, Xiaoshen,Herzon, Seth B.
, p. 8673 - 8695 (2016)
Cobalt bis(acetylacetonate) is shown to mediate hydrogen atom transfer to a broad range of functionalized alkenes; in situ oxidation of the resulting alkylradical intermediates, followed by hydrolysis, provides expedient access to ketones and esters. By modification of the alcohol solvent, different alkyl ester products may be obtained. The method is compatible with a number of functional groups including alkenyl halides, sulfides, triflates, and phosphonates and provides a mild and practical alternative to the Tamao-Fleming oxidation of vinylsilanes and the Arndt-Eistert homologation.
One-Pot Copper-Catalyzed Three-Component Reaction of Sulfonyl Azides, Alkynes, and Allylamines to Access 2,3-Dihydro-1 H-imi-dazo[1,2-a]indoles
Jin, Hongwei,Liu, Daohong,Liu, Yunkui,Zhou, Bingwei
supporting information, p. 1417 - 1424 (2020/04/27)
A copper-catalyzed multicomponent reaction of sulfonyl azides, alkynes, and allylamines affording 2,3-dihydro-1 H-imidazo-[1,2-a]indoles in moderate yields is reported. Four C-N bonds are constructed- by way of azide-alkyne cycloaddition (CuAAC) and double Ullmann-type coupling reactions in a one-pot process.
Construction of Phenanthrenes and Chrysenes from β-Bromovinylarenes via Aryne Diels-Alder Reaction/Aromatization
Singh, Vikram,Verma, Ram Subhawan,Khatana, Anil K.,Tiwari, Bhoopendra
supporting information, p. 14161 - 14167 (2019/10/28)
A highly efficient transition-metal-free general method for the synthesis of polycyclic aromatic hydrocarbons like phenanthrenes and chrysenes (and tetraphene) from β-bromovinylarenes and arynes has been developed. The reactions proceed via an aryne Diels-Alder (ADA) reaction, followed by a facile aromatization. This is the first report on direct construction of chrysenes (and tetraphene) using the ADA approach. Unlike the literature method which is limited to only 9/10-substituted derivatives, this method gives access to a wide variety of functionalized phenanthrenes.
Nickel(ii)-catalyzed tandem C(sp2)-H bond activation and annulation of arenes with gem-dibromoalkenes
Shi, Yun,Li, Meng-Sheng,Zhang, Fangdong,Chen, Baohua
, p. 28668 - 28675 (2018/08/29)
A nickel(ii)/silver(i)-catalyzed tandem C(sp2)-H activation and intramolecular annulation of arenes with dibromoalkenes has been successfully achieved, which offers an efficient approach to the 3-methyleneisoindolin-1-one scaffold. Attractive features of this system include its low cost, ease of operation, and its ability to access a wide range of isoindolinones.
A sequential metal-catalyzed C-N bond formation in the synthesis of 2-amido-indoles
Yao, Pei-Yuan,Zhang, Yu,Hsung, Richard P.,Zhao, Kang
supporting information; experimental part, p. 4275 - 4278 (2009/05/30)
(Chemical Equation Presented) A sequential metal-catalyzed C-N bond formation employing ortho-haloaryl acetylenic bromides is described. The initial amidation is highly selective for C8P-N bond formation, leading to o-haloaryl-substiluted ynami
Synthesis of enantiopure estrone via a double heck reaction
Tietze, Lutz F.,N?bel, Thomas,Spescha, Maurus
, p. 8971 - 8977 (2007/10/03)
A novel efficient catalytic approach to steroids by a double Heck reaction of the vinyl bromides 2 and the CD-building block 3 is presented. The new estrogen analogues 1a and 1b are formed via 23a and 23b in a highly regio- and stereoselective manner in g
