1745-77-3Relevant articles and documents
Polar Effects in Free-Radical Reactions. Selectivity and Reversibility in the Homolytic Benzylation of Protonated Heteroaromatic Bases
Minisci, Francesco,Vismara, Elena,Morini, Giampiero,Fontana, Francesca,Levi, Silvio,et al.
, p. 476 - 479 (1986)
The homolytic benzylation of protonated 4-cyanopyridine, quinoline, 2-methyl- and 4-methylquinoline, isoquinoline, and quinoxaline is investigated.The great influence of the polar effect and of the reversibility of the addition of the benzyl radical on the reaction selectivity is discussed.It is put forward the hypothesis that the HSAB principle can be extended to free-radical reactions when the polar effect is the dominant factor.
A Metal- and Azide-free Oxidative Coupling Reaction for the Synthesis of [1,2,3]Triazolo[1,5-a]quinolines and their Application to Construct C?C and C-P Bonds, 2-Cyclopropylquinolines and Imidazo[1,5-a]quinolines
Shang, Zhi-Hao,Zhang, Zhen-Xiao,Weng, Wei-Zhao,Wang, Yu-Fei,Cheng, Tian-Wei,Zhang, Qiu-Yi,Song, Li-Qun,Shao, Tian-Qi,Liu, Kai-Xuan,Zhu, Yan-Ping
, p. 490 - 496 (2020/12/07)
An iodine-promoted one-pot cascade oxidative annulation reaction has been developed for the synthesis of [1,2,3]triazolo[1,5-a]quinolines from methyl azaarenes and N-tosylhydrazines. The reaction has a broad substrate scope and can be easily scaled up to gram-scale. 1,2,3-Triazoles are an important skeletal structure for the construction of C?C and C?P bonds, 2-cyclopropylquinolines and imidazo[1,5-a]quinolines, for which different synthetic applications were explored. (Figure presented.).
Catalytic Selective Metal-Free Cross-Coupling of Heteroaromatic N-Oxides with Organosilanes
Puthanveedu, Mahesh,Polychronidou, Vasiliki,Antonchick, Andrey P.
, p. 3407 - 3411 (2019/05/10)
A metal-free, regioselective C-H functionalization of heteroaromatic N-oxides has been developed. The method enables the synthesis of various benzylated and alkynylated N-heterocycles in a transition-metal-free manner employing organosilanes as coupling partners. The unanticipated reactivity has been exploited for the synthesis of a number of symmetrical disubstituted acetylenes from ethynyltrimethylsilane via carbon-silicon bond metathesis.