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Efficient Solvent‐Free Synthesis of Benzothiazine‐Fused Pyrrolo[3,4‐ c ]coumarins: Cycloaddition Reactions between Coumarin‐Based Dihydrobenzothiazoles and Isocyanides
Author(s) -
Khoobi Mehdi,
Ramazani Ali,
Mahdavi Mohammad,
Foroumadi Alireza,
Emami Saeed,
Joo Sang Woo,
Ślepokura Katarzyna,
Lis Tadeusz,
Shafiee Abbas
Publication year - 2014
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.201300310
Subject(s) - chemistry , benzothiazine , coumarin , cycloaddition , ring (chemistry) , solvent , medicinal chemistry , organic chemistry , combinatorial chemistry , stereochemistry , catalysis
A new and unusual synthesis of benzothiazine‐fused pyrrolo[3,4‐ c ]coumarins, involving the ring‐opening of coumarin‐based dihydrobenzothiazoles and subsequent [4+1] cycloaddition reaction with isocyanides, was described. Thus, simple heating of various 3‐(2,3‐dihydro‐2‐methylbenzo[ d ]thiazol‐2‐yl)coumarins with isocyanides produced the title compounds in good yields under solvent‐free conditions.