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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.