28918-12-9Relevant academic research and scientific papers
Synthesis of Cyclopentenes and Cyclohexenes Via Cobalt(II)-Catalyzed Oxidative Cyclization
Chen, Xinfeng,Gao, Wenchao,Shi, Yue,Xu, Xuefeng,Zhang, Xu
, p. 15335 - 15344 (2021/11/16)
A unique method for the synthesis of cyclopentenes and cyclohexenes has been achieved by the coupling of diketones and alkenes under cobalt(II) catalysis and dimethyl sulfoxide involvement. Under optimal conditions, the formation of five- and six-membered rings can be readily controlled by the α-position substitution of styrenes. This process is proposed to proceed through a reaction sequence of oxidative coupling (mediated by K2S2O8), regioselective alkene insertion (promoted by cobalt), and intramolecular attack of the resulting allylcobalt species on the carbonyl group or methyl group in the reactive methylene process.
Electrochemical oxidative cyclization of olefinic carbonyls with diselenides
Guan, Zhipeng,Wang, Yunkun,Wang, Huamin,Huang, Yange,Wang, Siyuan,Tang, Hongding,Zhang, Heng,Lei, Aiwen
, p. 4976 - 4980 (2019/09/30)
The tandem cyclization of olefinic carbonyls with easily accessible diselenides facilitated by electrochemical oxidation has been successfully developed, which provides an environmentally friendly method for the construction of C-Se and C-O bonds simultaneously. A series of seleno dihydrofurans and seleno oxazolines, bearing fragile heterocycles, subtle C-I bonds and supernumerary vinyl groups, were forged using this elegant chelation strategy. Neither metal catalysts nor external chemical oxidants are required to promote this transformation.
Catalyst-Dependent Chemoselective Formal Insertion of Diazo Compounds into C?C or C?H Bonds of 1,3-Dicarbonyl Compounds
Liu, Zhaohong,Sivaguru, Paramasivam,Zanoni, Giuseppe,Anderson, Edward A.,Bi, Xihe
supporting information, p. 8927 - 8931 (2018/05/14)
A catalyst-dependent chemoselective one-carbon insertion of diazo compounds into the C?C or C?H bonds of 1,3-dicarbonyl species is reported. In the presence of silver(I) triflate, diazo insertion into the C(=O)?C bond of the 1,3-dicarbonyl substrate leads
MMZNiY-Catalyzed Tsuji–Trost Type of Reaction: A Selective Mono/Bis Allylation of Dicarbonyl Compounds
Senthilkumar, Samuthirarajan,Thangapriya, Cheirmakani,Alagumurugayee, Raman,Kumarraja, Mayilvasagam
, p. 2755 - 2763 (2017/09/14)
Abstract: An alternative method to Pd-catalyzed Tsuji–Trost reaction is developed and it provides a simpler route for the selective synthesis of a broad range of mono-/bis-allylated and cinnamylated 1,3-dicarbonyl compounds using MMZNiY catalyst at room temperature. Product selectivity can be controlled by the proper choice of catalyst. The catalyst was also well characterized by SEM, TEM, HRTEM, EDAX and X-ray analysis. Other advantages of catalyst like its ease of preparation, functional tolerance and its reusability are also highlighted.
Rhodium/Lewis Acid Catalyzed Regioselective Addition of 1,3-Dicarbonyl Compounds to Internal Alkynes
Zheng, Wei-Feng,Xu, Qiu-Jing,Kang, Qiang
supporting information, p. 2323 - 2330 (2017/06/30)
Herein we describe an efficient protocol for the regioselective addition of 1,3-dicarbonyl compounds to internal alkynes catalyzed by rhodium/Lewis acid catalysts. The corresponding branched/linear allylic alkylation products could be selectively obtained in good yields. Rh-H species were considered to be generated by direct C-H oxidative addition of 1,3-dicarbonyl compounds with rhodium catalyst with the assistance of Lewis acid. Moreover, a retro-allylic alkylation process was observed in this transformation.
First example of a heterobimetallic 'Pd-Sn' catalyst for direct activation of alcohol: Efficient allylation, benzylation and propargylation of arenes, heteroarenes, active methylenes and allyl-Si nucleophiles
Das, Debjit,Pratihar, Sanjay,Roy, Ujjal Kanti,Mal, Dipakranjan,Roy, Sujit
experimental part, p. 4537 - 4542 (2012/07/17)
Arenes, heteroarenes, 1,3-dicarbonyls and organosilicon nucleophiles undergo highly efficient alkylation with allylic, propargylic and benzylic alcohols in the presence of a new 'Pd-Sn' bimetallic catalyst in nitromethane; water being the sole byproduct.
New 1,2,4,5-tetrakis-(N-imidazoliniummethyl)benzene and 1,2,4,5-tetrakis-(N-benzimidazoliummethyl)benzene salts as N-heterocyclic tetracarbene precursors: synthesis and involvement in ruthenium-catalyzed allylation reactions
Gürbüz, Nevin,Demir, Serpil,?zdemir, Ismail,Cetinkaya, Bekir,Bruneau, Christian
experimental part, p. 1346 - 1351 (2010/04/02)
New tetraimidazolinium and tetrabenzimidazolium salts have been prepared. Upon reaction with tBuOK, they generate carbene ligands, which were associated in situ to [RuCp*(MeCN)3]PF6 to produce new ruthenium catalysts that
