65 research outputs found
Synthesis of 4,5-Disubstituted Pyrano[3,4-b]Pyrrol-7(1H)-ones via Sonogashira?Hagihara Cross-Coupling of N-Benzenesulfonyl-3-bromo-1H-pyrrole-2-carboxylate and Subsequent Iodine-mediated Cyclization
A method for the synthesis of 4,5-disubstituted pyrano[3,4-b]pyrrol-7-(1H)-ones has been developed in this study. The key reactions involved are the Sonogashira?Hagihara cross-coupling of methyl N-benzenesulfonyl-3-bromo-1H-pyrrole-2-carboxylate with terminal alkynes, followed by the iodine-mediated cyclization of 3-alkynylated N-benzenesulfonyl-1H-pyrrole-2-carboxylates. The thus-obtained 5-substituted 4-iodopyrano[3,4-b]pyrrol-7(1H)-ones could be converted to 4,5-disubstituted pyrano[3,4-b]pyrrol-7(1H)-ones via the Suzuki?Miyaura or Sonogashira?Hagihara cross-coupling reactions
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