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Synthesis of Thiophene S,S ‐dioxide Based Acenes via Diels‐Alder Reaction of Isobenzofurans with Benzothiophene S,S ‐dioxides
Author(s) -
Karunakaran Jayachandran,
Manikandan Palani,
Sathish Murugan,
Mohanakrishnan Arasambattu K.
Publication year - 2018
Publication title -
chemistryselect
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.437
H-Index - 34
ISSN - 2365-6549
DOI - 10.1002/slct.201802421
Subject(s) - benzothiophene , deoxygenation , chemistry , toluene , thiophene , organic chemistry , combinatorial chemistry , catalysis
Annulative π‐extension of benzothiophene S,S ‐dioxide analogues has been achieved via Diels‐Alder reaction of symmetrical 1,3‐diaryl/heteroarylbenzo[ c ]furans with benzothiophene S,S ‐dioxides in toluene at reflux followed by PTSA‐mediated deoxygenation reaction. Employing this one‐pot π‐extension protocol, synthesis of complex seven and nine member heteroacenes was also achieved.