A novel spirocyclic scaffold accessed via tandem Claisen rearrangement/intramolecular oxa-Michael addition.

Anastasia VeprevaAlexander Yanovich Dmitry V Dar'in Grigory Kantin Alexander S Bunev Mikhail Yu Krasavin

Published in: Beilstein journal of organic chemistry (2022)

A straightforward access to novel spiro[benzofuran-2,3'-pyrrolidine]-2',5'-diones based on the Rh 2 (esp) 2 -catalyzed insertion of carbenes derived from diazo arylidene succinimides (DAS) into the O-H bond of phenols is described. The initial adducts underwent a thermally promoted Claisen rearrangement followed by DABCO-catalyzed intramolecular 5- exo - trig oxa-Michael addition.

Keyphrases

acinetobacter baumannii
klebsiella pneumoniae
room temperature
energy transfer
multidrug resistant
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disease activity
pseudomonas aeruginosa
escherichia coli
tissue engineering
systemic lupus erythematosus
transition metal