215719-55-4Relevant academic research and scientific papers
Rh-Catalyzed Reaction of Vinyl Azides with Isonitriles and Alkynes/Benzynes
Li, Zongyang,Huo, Tongyu,Li, Li,Feng, Shuo,Wang, Qian,Zhang, Zhen,Pang, Sen,Zhang, Zhiyuan,Wang, Peng,Zhang, Zhenhua
, p. 7762 - 7766 (2018)
In contrast to well-known transformations of vinyl azides via azirine intermediates or initiating at the alkene moiety, herein we report a Rh(I)-catalyzed coupling reaction of vinyl azides with isonitriles at the azide moiety to form active vinyl carbodiimide intermediates and following tandem cyclization with unsaturated compounds, such as alkynes and benzynes, to give different classes of azaheterocycles. Mechanistically, controlled experiments and DFT calculations disclose that Rh-nitrene is the vital species in the first coupling step, and the Rh(I) catalyst can also play an important role in the cyclization step of alkynes.
Thermal or Lewis acid-promoted electrocyclisation and hetero Diels-Alder cycloaddition of α,β-unsaturated (conjugated) carbodiimides: A facile synthesis of nitrogen-containing heterocycles
Saito, Takao,Ohkubo, Takahiro,Kuboki, Hideki,Maeda, Masayuki,Tsuda, Kensaku,Karakasa, Takayuki,Satsumabayashi, Sadayoshi
, p. 3065 - 3080 (2007/10/03)
α,β-Diarylvinyl- and α-styryl-carbodiimides, prepared by the aza-Wittig reaction of iminophosphoranes with isocyanates, underwent either 6π-electrocyclisation upon heating or a Diels-Alder reaction under thermal or Lewis acid-promoted conditions with appr
