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Thiophene systems. 13. The synthesis of novel thienopyranones
Author(s) -
Mcnally James J.,
Sanfilippo Pauline J.,
Fitzpatrick Louis,
Press Jeffery B.
Publication year - 1992
Publication title -
journal of heterocyclic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.321
H-Index - 59
eISSN - 1943-5193
pISSN - 0022-152X
DOI - 10.1002/jhet.5570290145
Subject(s) - chemistry , pyran , thiophene , ring (chemistry) , homo/lumo , spectral line , bicyclic molecule , stereochemistry , computational chemistry , medicinal chemistry , organic chemistry , molecule , quantum mechanics , physics
The syntheses and spectral properties of novel dimethyl‐substituted thieno[3,2‐ b ]‐, [3,4‐ b ]‐ and [2,3‐ b ]pyran‐ones are described. The uv spectra of the three systems are distinctly different as supported by HOMO/LUMO calculations. 5,6‐Dihydro‐5,5‐dimethyl‐7 H ‐thieno[3,4‐ b ]pyran‐7‐one ( 10 ) and 5,6‐dihydro‐6,6‐dimethyl‐4 H ‐thieno[2,3‐ b ]pyran‐4‐one ( 20 ) represent the first members of these thienopyranone ring systems.