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Synthesis of 4,7,9‐trimethyl‐2 H ‐thieno[3,2‐ g ]‐1‐benzopyran‐2‐one. A psoralen isostere
Author(s) -
Wellman George R.
Publication year - 1980
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.5570170513
Subject(s) - chemistry , isostere , thio , claisen rearrangement , yield (engineering) , psoralen , benzopyran , proton nmr , stereochemistry , dna , biochemistry , materials science , metallurgy
The title compound, an isostere of 4,5′,8‐trimethylpsoralen, was prepared in good yield from 7‐[(2‐bromo‐allyl)thio]‐4,8‐dimethylcoumarin via a thio‐Claisen rearrangement. The structure of the final product was determined by proton nmr decoupling experiments.