Iron‐Catalyzed [2+2+2] Annulation of Aliphatic Bridged 1, n ‐Enynes with Aldehydes for the Synthesis of Fused Pyrans | Zendy

Tian Tian | Zendy; Wang Xin | Zendy; Lv Leiyang | Zendy; Li Zhiping | Zendy

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Iron‐Catalyzed [2+2+2] Annulation of Aliphatic Bridged 1, n ‐Enynes with Aldehydes for the Synthesis of Fused Pyrans

Author(s) -

Tian Tian,

Wang Xin,

Lv Leiyang,

Li Zhiping

Publication year - 2020

Publication title -

european journal of organic chemistry

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.825

H-Index - 155

eISSN - 1099-0690

pISSN - 1434-193X

DOI - 10.1002/ejoc.202000653

Subject(s) - annulation , chemistry , catalysis , radical , pyran , benzene , cascade , linker , aldehyde , combinatorial chemistry , organic chemistry , stereochemistry , chromatography , computer science , operating system

An iron‐catalyzed [2+2+2] annulation of aliphatic bridged 1, n ‐enynes with aldehydes was developed. Aldehydes play a dual role as the precursors of acyl radicals to trigger the cascade cyclization but also as the radical acceptors to terminate the annulation. This two‐in‐one strategy overcomes the limitation in [2+2+ m ] cyclization that requires a rigid benzene skeleton as the essential linker, thus enabling the efficient synthesis of functionalized fused [5.6] and [6.6] pyran skeletons.

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