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Construction of [5/7/5] Fused Tricyclic Sulfones via Ring‐Rearrangement Metathesis
Author(s) -
Kotha Sambasivarao,
Fatma Ambareen
Publication year - 2020
Publication title -
chemistryselect
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.437
H-Index - 34
ISSN - 2365-6549
DOI - 10.1002/slct.201904381
Subject(s) - tricyclic , sulfone , ring (chemistry) , metathesis , stereochemistry , chemistry , adduct , smiles rearrangement , salt metathesis reaction , ring closing metathesis , combinatorial chemistry , organic chemistry , polymerization , polymer
Herein, we describe a simple and efficient synthetic approach to tricyclic sulfones containing fused [5/7/5] ring system from three isomeric Diels–Alder adducts via ring‐rearrangement metathesis (RCM) as a key step. Seven membered sulfone containing ring system developed here has been encountered as constituents of HIV protease inhibitor. To this end, we successfully synthesized three sulfone containing molecules in good yields. Some of them are unambiguously characterized by a single crystal X‐ray diffraction studies. Our simple approach allows the synthesis of highly fused tricyclic sulfones which are difficult to design by conventional methods.