Oxidation of Pyrrole-2-carboxylates with o-Chloranil and Its Synthetic Application | Zendy

Katsuhiko Inomata | Zendy; Yutaka Ukaji | Zendy; Ryoji Iwamoto | Zendy; Shuhei Fujinami | Zendy; Ryo Sakata | Zendy

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Oxidation of Pyrrole-2-carboxylates with o-Chloranil and Its Synthetic Application

Author(s) -

Katsuhiko Inomata,

Yutaka Ukaji,

Ryoji Iwamoto,

Shuhei Fujinami,

Ryo Sakata

Publication year - 2010

Publication title -

heterocycles

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.242

H-Index - 64

eISSN - 1881-0942

pISSN - 0385-5414

DOI - 10.3987/com-10-s(e)110

Subject(s) - chemistry , pyrrole , chloranil , regioselectivity , tetrapyrrole , ring (chemistry) , phycocyanobilin , azulene , steric effects , pyrroline , nucleophile , biliverdin , chromophore , quinone , medicinal chemistry , organic chemistry , catalysis , heme , cyanobacteria , heme oxygenase , phycocyanin , biology , bacteria , genetics , enzyme

t-Butyl 3,4-dialkyl-1H-pyrrole-2-carboxylates were oxidized with ochloranil in the presence of MeOH to afford the corresponding 5-methoxypyrrolin-2-one derivatives. The resulting 5-methoxypyrrolin-2-one was reacted with various nucleophiles under acidic conditions to afford the functionalized pyrrolinone derivatives in good yields. © The Japan Institute of Heterocyclic Chemistry

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