Details

Autor(en) / Beteiligte

• Yu, Zhunzhun
• Liu, Lu
• Zhang, Junliang

Titel

Triflic Acid-Catalyzed Enynes Cyclization: A New Strategy beyond Electrophilic π-Activation

Ist Teil von

• Chemistry : a European journal, 2016-06, Vol.22 (25), p.8488-8492

Ort / Verlag

Germany: Blackwell Publishing Ltd

Erscheinungsjahr

2016

Quelle

Wiley-Blackwell Journals

Beschreibungen/Notizen

• The cyclization of enynes, catalyzed by a transition metal, represents a powerful tool to construct an array of cyclic compounds through electrophilic π‐activation. In this paper, we disclose a new and efficient strategy for enynes cyclization catalyzed by triflic acid. The salient features of this transformation includes a broad substrate scope, metal free synthesis, open flask and mild conditions, good yields, ease of operation, low catalyst loading, and easy scale‐up to gram scale. A preliminary mechanism study demonstrated that the activation model of the reaction was σ‐activation, which is different from the transition‐metal‐catalyzed enynes cyclization. Our strategy affords a complementary method to the traditional strategies, which use transition‐metal catalysts. With no metal! A new and efficient strategy for enynes cyclization catalyzed by triflic acid has been developed (see scheme). A preliminary mechanism study demonstrated that the activation model of the reaction was σ‐activation, which is different from the transition‐metal‐catalyzed enynes cyclization.