16484-05-2Relevant academic research and scientific papers
Formal [4+2]-annulation of vinyl azides with N-unsaturated aldimines
Zhu, Xu,Wang, Yi-Feng,Zhang, Feng-Lian,Chiba, Shunsuke
, p. 2458 - 2462 (2014)
Highly functionalized quinolines and pyridines could be synthesized by BF3?OEt2-mediated reactions of vinyl azides with N-aryl and N-alkenyl aldimines, respectively. The reaction mechanism could be characterized as formal [4+2]-annulation, including unprecedented enamine-type nucleophilic attack of vinyl azides to aldimines and subsequent nucleophilic cyclization onto the resulting iminodiazonium ion moieties.
Highly Enantioselective Iridium-Catalyzed Coupling Reaction of Vinyl Azides and Racemic Allylic Carbonates
Han, Min,Yang, Min,Wu, Rui,Li, Yang,Jia, Tao,Gao, Yuanji,Ni, Hai-Liang,Hu, Ping,Wang, Bi-Qin,Cao, Peng
supporting information, p. 13398 - 13405 (2020/09/02)
The iridium-catalyzed enantioselective coupling reaction of vinyl azides and allylic electrophiles is presented and provides access to β-chiral carbonyl derivatives. Vinyl azides are used as acetamide enolate or acetonitrile carbanion surrogates, leading to γ,δ-unsaturated β-substituted amides as well as nitriles with excellent enantiomeric excess. These products are readily transformed into chiral N-containing building blocks and pharmaceuticals. A mechanism is proposed to rationalize the chemoselectivity of this coupling reaction.
Electrochemical regioselective azidoiodination of alkenes
Yan, Wei-qing,Lin, Meng-ying,Little, R. Daniel,Zeng, Cheng-Chu
, p. 764 - 770 (2017/01/16)
An efficient electrochemical approach to the vicinal iodoazides has been developed through constant current electrolysis of alkenes with NaN3and NaI in methanol. The reaction is proposed to proceed via a cyclic iodonium intermediate and thereby gives Markovnikov addition products exclusively.
Conformationally restricted aza-BODIPY: Highly fluorescent, stable near-infrared absorbing dyes
Zhao, Weili,Carreira, Erick M.
, p. 7254 - 7263 (2007/10/03)
Novel NIR fluorescent, conformational restricted aza-dipyrromethene boron difluoride (aza-BODIPY) dyes were prepared by an efficient process. Such conformational restricted aza-BODIPY dyes possess intense absorption, strong fluorescence, high chemical and
