An effective one-pot access to polynuclear dispiroheterocyclic structures comprising pyrrolidinyloxindole and imidazothiazolotriazine moieties via a 1,3-dipolar cycloaddition strategy

Beilstein Journal of Organic Chemistry

卷:12

Valentina A. Karnoukhova¹  Sergei A. Serkov²  Angelina N. Kravchenko²  Galina A. Gazieva²  Alexei N. Izmest’ev²  Natalya V. Sigay²  Alexander S. Shashkov²  Nina N. Makhova²  Vadim V. Kachala²  Igor E. Zanin³ 

[1] A. N. Nesmeyanov Institute of Organoelement Compounds, Russian Academy of Sciences, Vavilova Str., 28, Moscow 119991, Russian Federation;

[2] N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, Leninsky Prosp., 47, Moscow 119991, Russian Federation;

[3] Voronezh State University, Universitetskaya Pl., 1, Voronezh 394000, Russian Federation;

关键词: azomethine ylides;    cycloaddition;    diastereoselectivity;    nitrogen heterocycles;    spiro compounds;   

DOI  :  10.3762/bjoc.12.216

来源: DOAJ

【 摘 要 】

An effective and highly regio- and diastereoselective one-pot method for the synthesis of new polynuclear dispiroheterocyclic systems with five stereogenic centers (dispiro[imidazo[4,5-e]thiazolo[3,2-b]-1,2,4-triazine-6,3′-pyrrolidine-2′,3′′-indoles]) comprising pyrrolidinyloxindole and imidazo[4,5-e]thiazolo[3,2-b]-1,2,4-triazine moieties has been developed. The method relies on a 1,3-dipolar cycloaddition of azomethine ylides generated in situ from isatin derivatives and sarcosine to 6-benzylideneimidazo[4,5-e]thiazolo[3,2-b]-1,2,4-triazine-2,7-diones.

【 授权许可】

Unknown