55022-46-3Relevant academic research and scientific papers
5-exo atom transfer cyclisation onto alkynes mediated by copper(I) complexes
Clark, Andrew J.,Battle, Gary M.,Bridge, Andrew
, p. 1999 - 2001 (2001)
Multidentate amine derived copper(I) halide complexes mediate the atom transfer radical cyclisation of 1-halo-N-propargylacetamides. While cyclisation of trichloro- and dichloroacetamide derivatives leads to α,β-unsaturated γ-lactams containing the gem-dihalide functional group, monohaloacetamides give rise to either cyclised atom transfer or reduction products depending upon the solvent and catalyst used.
Click inspired novel pyrazole-triazole-persulfonimide & pyrazole-triazole-aryl derivatives; Design, synthesis, DPP-4 inhibitor with potential anti-diabetic agents
Nidhar, Manisha,Khanam, Shaziya,Sonker, Priyanka,Gupta, Priya,Mahapatra, Archisman,Patil, Swaraj,Yadav, Brijesh Kumar,Singh, Rahul Kumar,Kumar Tewari, Ashish
supporting information, (2022/01/22)
This work presented the first report on designing, synthesizing of novel pyrazole-triazole-persulfonimide (7a-i) and pyrazole-triazole-aryl derivatives (8a-j) via click reaction using CuI catalyst and evaluated for their anti-diabetic activity and DPP-4 i
Photoinduced Phosphorylation/Cyclization of Cyanoaromatics for Divergent Access to Mono- And Diphosphorylated Polyheterocycles
Shi, Shanshan,Zheng, Zhipeng,Zhang, Yumeng,Yang, Yufei,Ma, Denghui,Gao, Yuzhen,Liu, Yan,Tang, Guo,Zhao, Yufen
supporting information, p. 9348 - 9352 (2021/12/14)
The visible-light-driven switchable phosphorylation of cyanoaromatics with the 1,6-enyne moiety for the diverse and selective synthesis of phosphorylated polyheterocycles, including phosphorylated aminophosphonates, iminophosphonates, and ketones, has bee
Metal-Free Domino Oligocyclization Reactions of Enynals and Enynones with Molecular Oxygen
Abbasi Kejani, Alireza,Khosravi, Hormoz,Rominger, Frank,Balalaie, Saeed,Breit, Bernhard
supporting information, p. 1291 - 1295 (2021/02/20)
A novel metal-free direct addition of molecular oxygen to the C-C triple bond toward benzannulated oxygen-bridged seven-membered ring systems and aza[3.1.0]bicycle skeletons under 3O2 atmosphere has been described. The reaction proceeds through at least three intramolecular C-O and C-C bond forming steps via green, simple, and unprecedented domino radical processes with high selectivity and good yields.
Dual Photoredox/Nickel-Catalyzed 1,4-Sulfonylarylation of 1,3-Enynes with Sulfinate Salts and Aryl Halides: Entry into Tetrasubstituted Allenes
Xu, Ting,Wu, Shuang,Zhang, Quan-Na,Wu, You,Hu, Ming,Li, Jin-Heng
supporting information, p. 8455 - 8459 (2021/11/01)
A radical-mediated three-component 1,4-sulfonylarylation of 1,3-enynes with aryl iodides and sulfinate salts using cooperative photoredox/nickel catalysis is described. This protocol enables the synthesis of tetrasubstituted sulfonyl-containing allenes under redox-neutral conditions and provides a versatile 1,3-enyne 1,4-difunctionalization platform for the synthesis of a diverse range of tetrasubstituted allenes with high chemo- and regioselectivities, excellent functional group tolerance, and a broad substrate scope.
Low-valent dialkoxytitanium(ii): a useful tool for the synthesis of functionalized seven-membered ring compounds
Bodinier, Florent,Sanogo, Youssouf,Ardisson, Janick,Lannou, Marie-Isabelle,Sorin, Geoffroy
supporting information, p. 3603 - 3606 (2021/04/14)
Herein, we describe unprecedented access to all-carbon or heterocyclic seven-membered ring frameworks from 1,8-ene-ynes promoted by inexpensive low-valent titanium(ii) species, readily available from Ti(OiPr)4and Grignard reagent. A broad range of cycloheptane, azepane or oxepane derivatives has been obtained (19 examples) with moderate to good yields and an excellent selectivity (up to 95/5 d.r.).
Fluorocyclization of Allyl Alcohols and Amines to Access 3-Functionalized Oxetanes and Azetidines
Cao, Shanshan,Li, Linxuan,Liu, Zhaohong,Ning, Yongquan,Wu, Yong,Zanoni, Giuseppe,Zhang, Qi,Zhang, Xinyu
supporting information, p. 3674 - 3679 (2021/05/31)
An efficient method to prepare 3-functionalized oxetanes and azetidines has been realized by fluorocyclization of readily available 2-azidoallyl/2-alkoxyallyl alcohols and amines. Notably, this is the first example applying the fluorocyclization strategy to construct four-membered heterocycles. The pendant electron-donating group (-N3 or -OR) plays a crucial role in polarizing the C= C double bond and facilitating the cyclization process, as verified by DFT and experimental studies.
Fully Substituted Conjugate Benzofuran Core: Multiyne Cascade Coupling and Oxidation of Cyclopropenone
Yao, Liangliang,Hu, Qiong,Bao, Li,Zhu, Wenjing,Hu, Yimin
supporting information, p. 4971 - 4975 (2021/06/30)
An unprecedented C═C double bond cleavage of cyclopropenone and dioxygen activation by multiyne cascade coupling has been developed. This chemistry provides a novel, simple, and efficient approach to synthesize fully substituted conjugate benzofuran derivatives from simple substrates under mild conditions. The density functional theory (DFT) calculations reveal that the unique homolytic cleavages of cyclopropenone and molecular oxygen are crucial to the success of this reaction.
Nickel-catalyzed asymmetric arylative cyclization of N-alkynones: Efficient access to 1,2,3,6-tetrahydropyridines with a tertiary alcohol
Tian, Jiangyan,Li, Wendian,Li, Ruihao,He, Lin,Lv, Hui
supporting information, p. 4038 - 4040 (2021/07/06)
Nickel/(S)-t-Bu-PHOX complex catalyzed asymmetric arylative cyclization of N-alkynones has been achieved, delivering 1,2,3,6-tetrahydropyridines containing a chiral tertiary alcohol in high yields and excellent enantioselectivities, which provides efficient access to chiral tetrahydropyridine and piperidine analogues.
Epoxyanthracene Derivatives and Dicarbonylation on Benzene Ring via Hexadehydro-Diels-Alder (HDDA) Derived Benzynes with Oxazoles
Hu, Qiong,Hu, Yimin,Lei, Yu,Yang, Feihu,Zheng, Xiaojie,Zhu, Wenjing
supporting information, (2021/11/22)
A capture reaction of hexadehydro-Diels-Alder (HDDA) derived benzyne with various substituted oxazoles is reported. With methyl, hydrogen, or phenyl as the substituent at 2-position of oxazole, tetraynes afforded epoxyanthracene derivatives or underwent dicarbonylation on benzene ring. The reaction does not require any catalyst or additive. The mechanism behind the reaction was investigated. The obtained polycyclic product structure has potential application value in optoelectronic materials. The availability of dicarbonylated arene implies the uniqueness of HDDA benzyne reaction compared with traditional benzyne.
