One-pot synthesis of 2-oxa-7-azaspiro[4.4]nonane-8,9-diones using Mn(III)-based oxidation of 4-acylpyrrolidine-2,3-diones

TETRAHEDRON LETTERS

卷:58

Article

Thanh-Truc Huynh¹  Van-Ha Nguyen²  Nishino, Hiroshi³ 

[1] Kumamoto Univ, Grad Sch Sci & Technol, Dept Chem, Kumamoto 8608555, Japan

[2] Dalat Univ, Dept Chem, 1 Phu Dong Thien Vuong St, Da Lat, Vietnam

[3] Kumamoto Univ, Fac Sci, Dept Chem, Chuou Ku, Kurokami 2-39-1, Kumamoto 8608555, Japan

关键词: Oxaazaspiro[4.4]nonanedione;    Oxidation;    1,1-Diarylethenes;    4-Acylpyrrolidine-2,3-diones;    Manganese(III) acetate;    Cycloaddition;   

DOI  :  10.1016/j.tetlet.2017.08.002

来源: Elsevier

【 摘 要 】

2-Oxa-7-azaspiro[4.4]nonane-8,9-diones were newly synthesized in good yields by the Mn(III)-based reaction of a mixture of 1,1-diarylethenes and 4-acylpyrrolidine-2,3-diones. Under the stated reaction conditions, the pyrrolidinedione ring remained intact and became one of the two rings of the 2-oxa-7-azaspiro[4.4]nonanedione scaffold. The procedure was simple and the product was easily separated. The structure determination and the mechanism for the formation of the 2-oxa-7-azaspiro[4.4]nonanediones were also discussed. (C) 2017 Elsevier Ltd. All rights reserved.

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