54051-40-0Relevant academic research and scientific papers
Radical-Enabled Bicyclization Cascades of Oxygen-Tethered 1,7-Enynes Leading to Skeletally Diverse Polycyclic Chromen-2-ones
Jiang, Bo,Li, Jie,Pan, Yuanyuan,Hao, Wenjuan,Li, Guigen,Tu, Shujiang
, p. 323 - 334 (2017)
Catalytic bicyclization cascades of oxygen-tethered 1,7-enynes with simple cycloalkanes or aryl sulfonhydrazides have been established via subsequent multiple C-C bond-forming events from alkynyl/alkenyl functions, delivering a series of densely functiona
Copper-catalyzed radical cascade oxyalkylation of olefinic amides with simple alkanes: Highly efficient access to benzoxazines
Wang, Jie,Sang, Ruoyu,Chong, Xiaolong,Zhao, Yinuo,Fan, Wenjie,Li, Zejiang,Zhao, Jincan
, p. 7961 - 7964 (2017)
A copper-catalyzed C(sp3)-H bond functionalization of simple alkanes with olefinic amides was developed for the efficient synthesis of important benzoxazine derivatives. It involves new C-C and C-O bond formation in one step via a radical casca
Synthesis of 3-alkyl spiro[4,5]trienones by copper-catalyzed oxidative ipso-annulation of activated alkynes with unactivated alkanes
Ouyang, Xuan-Hui,Song, Ren-Jie,Liu, Bang,Li, Jin-Heng
, p. 2573 - 2576 (2016)
A Cu-catalyzed oxidative ipso-annulation of activated alkynes with unactivated alkanes for the synthesis of 3-alkyl spiro[4,5]trienones is described. This method allows the formation of two carbon-carbon bonds and one carbon-oxygen bond in a single reaction through a sequence of C-H oxidative coupling, ipso-carbocyclization and dearomatization.
BPO-promoted direct oxidative C-H functionalization of unactivated alkanes into 6-alkyl-6H-benzo [c] chromenes under transition-metal-free conditions
Ji, Lei,Deng, Qinfei,Liu, Ping,Sun, Peipei
, p. 7715 - 7722 (2019)
A simple and efficient BPO-promoted free radical-based cascade reaction of biaryl vinyl ethers with easily available unactivated alkanes has been developed. A series of 6-alkyl-6H-benzo[c]chromenes have been successfully obtained in moderate to high yield
Visible-Light-Driven Palladium-Catalyzed Oxy-Alkylation of 2-(1-Arylvinyl)anilines by Unactivated Alkyl Bromides and CO2: Multicomponent Reactions toward 1,4-Dihydro-2 H-3,1-benzoxazin-2-ones
Sun, Song,Zhou, Cong,Yu, Jin-Tao,Cheng, Jiang
, p. 6579 - 6583 (2019)
A visible-light-driven palladium-catalyzed radical oxy-alkylation of 2-(1-arylvinyl)anilines with unactivated alkyl bromides and CO2 has been developed toward 1,4-dihydro-2H-3,1-benzoxazin-2-ones. This multicomponent reaction (MCR) starts with
Fe-Catalyzed three-component carboazidation of alkenes with alkanes and trimethylsilyl azide
Li, Wei-Yu,Wu, Chuan-Shuo,Wang, Zhou,Luo, Yang
, p. 11013 - 11016 (2018)
Reported herein is a novel iron-catalyzed, DTBP-mediated carboazidation of alkenes using cycloalkanes, CH2Cl2, CHCl3 and CCl4 as alkylating reagents to generate electrophilic or nucleophilic alkyl radicals. Mechanistic studies suggested that the reaction proceeded via the addition of alkyl radicals to alkenes followed by an iron-mediated ligand transfer process. The reaction is unique as it is applicable not only to diversely functionalized electron rich alkenes, but also to electron-poor olefins to provide chain extended azides and γ-azido chloroalkanes in good to high yields.
Stereoselective C(sp2)-H Alkylation of Enamides with Unactivated Aliphatic Carboxylic Acids via Decarboxylative Cross-Coupling Reactions
Guo, Jing-Yu,Guan, Ting,Tao, Ji-Yu,Zhao, Kai,Loh, Teck-Peng
, p. 8395 - 8399 (2019)
An efficient and straightforward stereoselective alkylation reaction of enamides using commercially available and easily accessible unactivated alkyl carboxylic acids as alkylating agents is described, giving rise to a diverse array of synthetically impor
Deaminative metal-free reaction of alkenylboronic acids, sodium metabisulfite and Katritzky salts
Zhu, Tonghao,Shen, Jia,Sun, Yuyuan,Wu, Jie
, p. 915 - 918 (2021)
A convenient and efficient approach to (E)-alkylsulfonyl olefinsviaa metal/light-free three-component reaction of alkenylboronic acids, sodium metabisulfite and Katritzky salts is described. This alkylsulfonylation proceeds smoothly with a broad substrate scope, leading to diverse (E)-alkylsulfonyl olefins in moderate to good yields. During the process, excellent functional group tolerance is observed and sodium metabisulfite is used as the source of sulfur dioxide. Mechanistic studies show that the alkyl radical generatedin situfrom Katritzky saltviaa single electron transfer with alkenylboronic acid or DIPEA is the key step for providing an alkyl radical intermediate, which undergoes further alkylsulfonylation with sulfur dioxide.
Metal-free tandem oxidative C(sp3)-H bond functionalization of alkanes and dearomatization of N-phenyl-cinnamamides: Access to alkylated 1-azaspiro[4.5]decanes
Zhang, Honglin,Gu, Zhangxi,Xu, Pan,Hu, Hongwen,Cheng, Yixiang,Zhu, Chengjian
, p. 477 - 480 (2016)
The TBPB promoted tandem oxidative C(sp3)-H bond functionalization of simple alkanes/alkylation-initiated dearomatization of N-phenyl-cinnamamides is reported, providing a direct method for the synthesis of alkylated 1-azaspiro[4.5]decanes with
A TBPB-Mediated C-3 Cycloalkylation and Formamidation of 4-Arylcoumarin
Joychandra Singh, Sarangthem,Ahmad Mir, Bilal,Patel, Bhisma K.
, p. 1026 - 1033 (2018)
A tert-butyl peroxybenzoate (TBPB) mediated cycloalkylation and formamidation efficiently took place at 120 °C in chlorobenzene or the corresponding formamide, respectively. The cycloalkylation required the addition of acetic acid, whereas the formamidation proceeded in its absence. This radical-mediated process tolerated a broad scope of substrates and provided the products in moderate to good yields.
