Synthesis of Pyrano[3,2‐ b ]indole Derivatives Based on Intramolecular Hetero‐ DielsAlder  of 2‐Benzylidene‐2,3‐dihydro‐1 H ‐indol‐3‐ones | Zendy

Davion Yann | Zendy; Joseph Benoît | Zendy; Bénéteau Valérie | Zendy; Léger JeanMichel | Zendy; Jarry Christian | Zendy; Mérour JeanYves | Zendy

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Synthesis of Pyrano[3,2‐ b ]indole Derivatives Based on Intramolecular Hetero‐ DielsAlder of 2‐Benzylidene‐2,3‐dihydro‐1 H ‐indol‐3‐ones

Author(s) -

Davion Yann,

Joseph Benoît,

Bénéteau Valérie,

Léger JeanMichel,

Jarry Christian,

Mérour JeanYves

Publication year - 2003

Publication title -

helvetica chimica acta

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.74

H-Index - 82

eISSN - 1522-2675

pISSN - 0018-019X

DOI - 10.1002/hlca.200390218

Subject(s) - chemistry , intramolecular force , indole test , diels–alder reaction , stereochemistry , medicinal chemistry , organic chemistry , catalysis

Pyrano[3,2‐ b ]indole derivatives 2 – 6 were synthesized in good yields from 1‐acetyl‐2‐benzylidene‐2,3‐dihydro‐1 H ‐indol‐3‐ones 8 and 13 – 15 by an intramolecular hetero‐ DielsAlder reaction. The structures of compounds 2a, 3a, 4, 5 , and 6 were unambiguously established by X‐ray analysis. Compounds 4 and 5 were further aromatized to the corresponding derivatives 16 and 17 , respectively.

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