909421-64-3Relevant academic research and scientific papers
Synthesis of Asymmetrical 2,6-Diarylpyridines from Linear α,β,γ,δ-Unsaturated Ketones by Addition of Ammonium Formate Followed by Annulation
Chen, Rener,Gao, Yejun,Ma, Yongmin
, p. 3875 - 3882 (2019/10/11)
A simple and efficient method has been established for the synthesis of asymmetrical 2,6-diarylpyridines by cyclization of α,β,γ,δ-unsaturated ketones with ammonium formate under air atmosphere. The reaction is metal-free and operationally convenient from readily available starting materials. Thirty-three examples have been presented, most of which show good yields.
Mn(III)-mediated formal [3+3]-annulation of vinyl azides and cyclopropanols: A divergent synthesis of azaheterocycles
Wang, Yi-Feng,Toh, Kah Kah,Ng, Eileen Pei Jian,Chiba, Shunsuke
supporting information; experimental part, p. 6411 - 6421 (2011/06/19)
Mn(III)-mediated formal [3+3]-annulation has been developed using readily available vinyl azides and cyclopropanols with a wide range of substituents. Vinyl azides were successfully applied as a three-atom unit including one nitrogen to prepare pyridines and σ-lactams by the reactions with monocyclic cyclopropanols as well as to construct 2-azabicyclo[3.3.1] and 2-azabicyclo[4.3.1] frameworks with bicyclic cyclopropanols, bicyclo[3.1.0]hexan-1-ols, and bicyclo[4.1.0]heptan-1-ols. These reactions were initiated by a radical addition of β-carbonyl radicals, generated by the one-electron oxidation of cyclopropanols with Mn(III), to vinyl azides to give iminyl radicals, which cyclized with the intramolecular carbonyl groups. In addition, application of the present methodology to a synthesis of the quaternary indole alkaloid, melinonine-E, was accomplished.
Mn(III)-mediated reactions of cyclopropanols with vinyl azides: Synthesis of pyridine and 2-azabicyclo[3.3.1]non-2-en-1-ol derivatives
Wang, Yi-Feng,Chiba, Shunsuke
supporting information; experimental part, p. 12570 - 12572 (2010/01/30)
(Chemical Equation Presented) A Mn(III)-mediated divergent synthesis of substituted pyridines and 2-azabicyclo[3.3.1]non-2-en-1-ol derivatives was exploited using readily available vinyl azides and cyclopropanols with a wide range of substituents. In short, the reactions of vinyl azides with monocyclic cyclopropanol provided pyridines in the presence of Mn(acac)3 (1.7 equiv), whereas those with bicyclic cyclopropanols led to the formation of 2-azabicyclo[3.3.1]non-2-en-1-ol derivatives using a catalytic amount of Mn(acac)3. These reactions may be initiated by a radical addition of β-keto radicals, generated by the one-electron oxidation of cyclopropanols, to vinyl azides to give iminyl radicals, which would cyclize with the intramolecular carbonyl groups. In addition, versatile transformations of 2-azabicyclo[3.3.1] non-2-en-1-ol to 2-azabicyclo[3.3.1]nonane or -non-2-nen frameworks were developed.
Self-assembly of a highly stable, topologically interesting metallamacrocycle by bridging gold(I) ions with pyridyl-2,6-diphenyl 2- and diphosphanes
Kui, Steven C. F.,Huang, Jie-Sheng,Sun, Raymond Wai-Yin,Zhu, Nianyong,Che, Chi-Ming
, p. 4663 - 4666 (2007/10/03)
(Figure Presented) A Moebius arrangement of the bonds directly attached to a metallamacrocycle was observed for the AuI complex [Au 3(CNC)(μ-Ph2PCH2PPh2) 2]+, which was self-assembled by treating the lithium salt of pyridyl-2,6-diphenyl2- (CNC) with [Au2Cl 2(μ-Ph2PCH2PPh2)]. The trinuclear AuI complex has intramolecular Au...Au and C-C...π interactions, exhibits a remarkable stability in solution, and is cytotoxic toward cancer cell lines.
