25755-87-7Relevant academic research and scientific papers
A new hypervalent iodine(iii/v) oxidant and its application to the synthesis of 2: H -azirines
Zhang, Guangtao,Wang, Yuanxun,Xu, Jun,Sun, Jiyun,Sun, Fengxia,Zhang, Yilin,Zhang, Chenglin,Du, Yunfei
, p. 947 - 953 (2020)
The reaction of o-nitroiodobenzene and mCPBA in acetic acid was found to afford a novel hypervalent iodine compound, in the structure of which both iodine(iii) and iodine(v) moieties coexist. The nitro groups at the ortho phenyl positions were found to be crucial in stabilizing this uncommon structure. This novel hypervalent iodine(iii/v) oxidant is proved to be effective in realizing the synthesis of 2-unsubstitued 2H-azirines via intramolecular oxidative azirination, which could not be efficiently achieved by the existing known hypervalent iodine reagents.
A novel approach to 5: H -pyrazino[2,3- b] indoles via annulation of 3-diazoindolin-2-imines with 2 H -azirines or 5-alkoxyisoxazoles under Rh(II) catalysis
Ruvinskaya, Julia O.,Rostovskii, Nikolai V.,Filippov, Ilya P.,Khlebnikov, Alexander F.,Novikov, Mikhail S.
supporting information, p. 38 - 42 (2017/12/27)
A novel one-step method for the preparation of 5H-pyrazino[2,3-b]indoles with different substitution patterns in all rings of the tricyclic system via the Rh2(OAc)4-catalyzed reaction of 2H-azirines with 3-diazoindolin-2-imines is reported. Alkyl 5H-pyrazino[2,3-b]indole-3-carboxylates were also prepared by a one-pot procedure from synthetic equivalents of alkyl 2H-azirine-2-carboxylates, 5-alkoxyisoxazoles. The reactions provide the first examples of the use of Rh(ii) catalysis for intermolecular annulations with 2H-azirines and isoxazoles.
Organocatalyzed nucleophilic addition of pyrazoles to 2: H -azirines: Asymmetric synthesis of 3,3-disubstituted aziridines and kinetic resolution of racemic 2 H -azirines
An, Dong,Guan, Xukai,Guan, Rui,Jin, Lajiao,Zhang, Guangliang,Zhang, Suoqin
, p. 11211 - 11214 (2016/09/21)
The first organocatalytic asymmetric nucleophilic addition of arylpyrazoles to 2H-azirines and kinetic resolution of racemic 2H-azirines have been realized. Chiral aziridines were obtained with up to 98% yields and up to 99.9% ee. Meanwhile, simply changing the ratio of reactants, optically active 2H-azirines were recovered in good yields with excellent enantioselectivities.
