Rhodium(III)‐Catalyzed Intramolecular Redox‐Neutral Annulation of Tethered Alkynes: Formal Total Synthesis of (±)‐Goniomitine | Zendy

Zhou Bing | Zendy; Du Juanjuan | Zendy; Yang Yaxi | Zendy; Li Yuanchao | Zendy

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Rhodium(III)‐Catalyzed Intramolecular Redox‐Neutral Annulation of Tethered Alkynes: Formal Total Synthesis of (±)‐Goniomitine

Author(s) -

Zhou Bing,

Du Juanjuan,

Yang Yaxi,

Li Yuanchao

Publication year - 2014

Publication title -

chemistry – a european journal

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 1.687

H-Index - 242

eISSN - 1521-3765

pISSN - 0947-6539

DOI - 10.1002/chem.201403973

Subject(s) - annulation , intramolecular force , chemistry , alkyne , regioselectivity , catalysis , rhodium , total synthesis , stereochemistry , redox , combinatorial chemistry , medicinal chemistry , organic chemistry

A Rh III ‐catalyzed intramolecular redox‐neutral atom‐economic annulation of a tethered alkyne has been developed to efficiently construct 2‐amidealkyl indoles with completely reversed regioselectivity by a CH activation pathway. Furthermore, using the Rh III ‐catalyzed CH activation/annulation as a key step, a one‐pot synthesis of pyrido[1,2‐a]indoles has also been developed and applied to a highly efficient formal total synthesis of (±)‐goniomitine.

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