Dearomatizing spirocyclization reactions of alkynyl cyanamides

TETRAHEDRON LETTERS

卷:57

Article

Singh, Ravi P.¹  Spears, Jada A.²  Dalipe, Alfonso²  Yousufuddin, Muhammed²  Lovely, Carl J.¹ 

[1] Univ Texas Arlington, Dept Chem & Biochem, 700 Planetarium Pl, Arlington, TX 76019 USA

[2] Univ North Texas Dallas, Life & Hlth Sci Dept, 7400 Univ Hills Blvd, Dallas, TX 75241 USA

关键词: Cyanogen bromide;    Cyclohexadienone;    Leucetta alkaloids;    Total synthesis;    Electrophile-induced;   

DOI  :  10.1016/j.tetlet.2016.05.104

来源: Elsevier

【 摘 要 】

Electrophile-induced dearomatizing spirocyclization reactions of propargylic cyanamides leading to cyclohexadienone derivatives are described. An unusual one-pot spirocyclization-N-cyanation reaction has been discovered leading directly to the spiro fused derivative. The products obtained through this chemistry may serve as key intermediates in synthetic approaches to several Leucetta alkaloids. (C) 2016 Elsevier Ltd. All rights reserved.

【 授权许可】

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