A Facile Approach to 3,4‐Oxepino‐Fused Tricyclic Indoles from MBH‐Acetates of Acetylenic Aldehydes  via  Successive Allylic Substitution/Intramolecular [3+2] Annulation † | Zendy

Reddy Chada Raji | Zendy; Sathish Puppala | Zendy; Valleti Reddi Rani | Zendy

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A Facile Approach to 3,4‐Oxepino‐Fused Tricyclic Indoles from MBH‐Acetates of Acetylenic Aldehydes via Successive Allylic Substitution/Intramolecular [3+2] Annulation †

Author(s) -

Reddy Chada Raji,

Sathish Puppala,

Valleti Reddi Rani

Publication year - 2019

Publication title -

chemistryselect

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.437

H-Index - 34

ISSN - 2365-6549

DOI - 10.1002/slct.201901496

Subject(s) - annulation , allylic rearrangement , intramolecular force , chemistry , yield (engineering) , medicinal chemistry , stereochemistry , substitution (logic) , catalysis , organic chemistry , materials science , computer science , metallurgy , programming language

Herein, we present our findings on the synthesis of 3,4‐oxepino‐fused indoles by a two‐step reaction sequence involving an initial allylic substitution followed by Rh(III)‐catalyzed intramolecular [3+2] annulation via C−H activation starting from Morita‐Baylis‐Hillman (MBH) acetates of acetylenic aldehydes. The strategy is amenable to broad range of MBH acetates providing a facile access to 3,4‐oxepino‐fused indoles in good yield.

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