54051-40-0Relevant articles and documents
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
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.
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
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
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
Cascade alkylarylation of substituted N-allylbenzamides for the construction of dihydroisoquinolin-1(2H)-ones and isoquinoline-1,3(2H,4H)-diones
Qian, Ping,Du, Bingnan,Jiao, Wei,Mei, Haibo,Han, Jianlin,Pan, Yi
, p. 301 - 308 (2016)
An oxidative reaction for the synthesis of 4-alkyl-substituted dihydroisoquinolin-1(2H)-ones with N-allylbenzamide derivatives as starting materials has been developed. The radical alkylarylation reaction proceeds through a sequence of alkylation and intr
Copper-catalyzed thiocarbonylation and thiolation of alkyl iodides
Tian, Qingqiang,Sun, Rongjing,Li, Yahui
supporting information, p. 1186 - 1190 (2022/02/19)
In the present study, an efficient Cu-catalyzed transthiolation of alkyl iodides is developed. Notably, in the presence of CO, thioesters could also be obtained with copper and cobalt as the co-catalyst. This transformation displayed good functional group
Radical Transformation of Aliphatic C-H Bonds to Oxime Ethers via Hydrogen Atom Transfer
Wang, Xinmou,Yu, Mo,Song, Hongjian,Liu, Yuxiu,Wang, Qingmin
supporting information, p. 8353 - 8358 (2021/10/25)
Herein, we describe a strategy for conversion of aliphatic C-H bonds to oxime ethers via hydrogen atom transfer. In this strategy, the decatungstate anion and sulfate radical play complementary roles in the abstraction of hydrogen atoms from primary, secondary, and tertiary C-H bonds of alkanes. The easy accessibility of alkanes and the broad substrate scope, mild conditions, and excellent regioselectivity of these reactions make this strategy applicable for the transformation of raw materials to high-value chemicals.
Direct functionalization of quinoxalin-2(1H)-one with alkanes: C(sp2)-H/C(sp3)-H cross coupling in transition metal-free mode
Dagar, Neha,Raha Roy, Sudipta,Singh, Swati
supporting information, p. 5383 - 5394 (2021/06/28)
Considering the significance of pharmaceutically important heterocycles, efficient and highly versatile protocols for the functionalization of diverse heterocycles with easily accessible feedstock are crucial. Here, we have reported selective alkylation of quinoxalin-2(1H)-one with a broad class of hydrocarbons having different C(sp3)-H bonds with varying bond strengths using di-tert-butyl peroxide (DTBP) as an alkoxyl radical mediator for hydrogen atom transfer (HAT). This dehydrogenative coupling approach utilizes feedstock chemicals such as cycloalkanes, cyclic ethers and alkyl arenes as coupling partners. This protocol exhibits good functional group compatibility and selectivity regarding both heterocycles and unactivated alkanes. Moreover, this methodology allows functionalization of relatively strong C-H bonds of adamantane and exclusive selectivity towards 3° C(sp3)-H bonds is observed. We also illustrate the applicability of this C(sp2)-H/C(sp3)-H cross-coupling for practical access to bioactive pharmaceuticals.