79928-69-1Relevant academic research and scientific papers
Nickel-Catalyzed Intramolecular Hydroalkenylation of Imines
Feng, Wei-Min,Li, Tian-Yu,Xiao, Li-Jun,Zhou, Qi-Lin
supporting information, p. 7900 - 7904 (2021/10/12)
A ligand-enabled nickel-catalyzed intramolecular hydroalkenylation of imines with unactivated alkenes has been developed. A variety of five- and six-membered cyclic allylic amines were synthesized in high yields. The use of both wide-bite-angle diphosphine ligand and Br?nsted acid is crucial for realizing the reaction. Preliminary investigation of the asymmetric intramolecular hydroalkenylation of imines shows promising potential for the application of the method in the synthesis of enantio-enriched cyclic allylic amines.
Copper-Catalyzed Cope-Type Hydroamination of Nonactivated Olefins toward Cyclic Nitrones: Scope, Mechanism, and Enantioselective Process Development
Zhang, Mengru,Liu, Shuang,Li, Hexin,Guo, Yajing,Li, Na,Guan, Meihui,Mehfooz, Haroon,Zhao, Jinbo,Zhang, Qian
, p. 12620 - 12627 (2019/09/16)
The catalytic synthesis of cyclic nitrones, an important type of functional molecules for both synthetic chemistry and related fields, remains underdeveloped. Herein we report the copper-catalyzed Cope-type hydroamination of oximes with pendant nonactivated olefins, which enables facile access to a series of five- and six-membered cyclic nitrones under mild conditions. In this study, heterocycle-tethered oximes were employed in the Cope-type hydroamination reaction for the first time. High enantioselectivity was achieved for carbon-tethered γ,δ-vinyl oximes to afford enantioenriched five-membered cyclic nitrones. The results of preliminary mechanistic studies indicate a mononuclear catalytic species and a unified catalytic pathway over a large temperature range.
Photoredox-Coupled F-Nucleophilic Addition: Allylation of gem-Difluoroalkenes
Liu, Haidong,Ge, Liang,Wang, Ding-Xing,Chen, Nan,Feng, Chao
, p. 3918 - 3922 (2019/02/19)
A novel strategy for the expedient construction of CF3-embeded tertiary/quarternary carbon centers was developed by taking advantage of photoredox catalysis. Thanks to a key step of single-electron oxidation, electron-rich gem-difluoroalkenes, which otherwise are essentially reluctant towards F-nucleoplilic addition, now readily participate in this fluoroallylation reaction. Furthermore, this strategy provides an elegant example for the generation, as well as functionalization, of α-CF3-substituted benzylic radical intermediates using cheap and readily available starting materials.
Visible-Light-Induced Tandem Radical Addition-Cyclization of Alkenyl Aldehydes Leading to Indanones and Related Compounds
Lu, Danyang,Wan, Yimei,Kong, Lichun,Zhu, Gangguo
supporting information, p. 2929 - 2932 (2017/06/07)
Herein we describe a novel, visible light-induced tandem radical addition-cyclization of alkenyl aldehydes with α-bromocarbonyl compounds. A set of cyclic ketones, including indanones, cyclopentenones, 3,4-dihydronaphthalen-1(2H)-ones, and chroman-4-ones,
Direct benzylic C-H activation for C-O bond formation by photoredox catalysis
Pandey, Ganesh,Pal, Sujit,Laha, Ramkrishna
supporting information, p. 5146 - 5149 (2013/07/11)
Power of light: 1,4-dicyanonaphthalene (DCN) and light directly activates benzylic C-H bonds for intra- and intermolecular C-O bond formation. Arylalkyls have also been transformed directly into aryl ketones using water as a source of oxygen. EDG=electron-donating group, EWG=electron-withdrawing group. Copyright
Attempted Synthesis of 13-Aza-7-formyl-3-methoxy-18-nor-8,9-seco-estrone
Trehan, I. R.,Kad, G. L.,Verma, Neena,Bala, Renu
, p. 622 - 625 (2007/10/02)
Oxazoline-directed ortho-lithiation of 1 with n-butyllithium followed by in situ allylation with allyl bromide under N2 affords the oxazoline (II), which on refluxing with iodomethane yields the methiodide (III).This on reduction with NaBH4 followed by ac
Vilsmeier-Haack Reaction on Methoxyallylbenzenes
Narasimhan, N. S.,Mukhopadhyay, T.,Kusurkar, S. S.
, p. 546 - 548 (2007/10/02)
Vilsmeier-Haack reaction on various methoxyallylbenzenes yields the naphthaldehydes (2, 11, 14, 17, 20, 21) when ortho-position to the allyl group is activated.In other cases only nuclear formylated products are obtained.The product analysis suggests that nuclear formylation is probably the first step in these reactions.
