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Atom-Economical and Metal-Free Synthesis of Multisubstituted Furans from Intramolecular Aziridine Ring Opening.

ABSTRACT: Multisubstituted furans were prepared from dialkyl 2-(aziridin-2-ylmethylene)malonate and/or 1,3-dione through aziridine ring opening by the internal carbonyl oxygen with the assistance of BF₃·OEt₂, followed by aromatization. This synthetic method is free from any metal and is atom-economical with all of the atoms in the starting material retained in the final product.

SUBMITTER: Yadav NN

PROVIDER: S-EPMC6645301 | biostudies-literature | 2017 Nov

REPOSITORIES: biostudies-literature

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Atom-Economical and Metal-Free Synthesis of Multisubstituted Furans from Intramolecular Aziridine Ring Opening.

Yadav Nagendra Nath NN Jeong Hyeonsu H Ha Hyun-Joon HJ

ACS omega 20171101 11

Multisubstituted furans were prepared from dialkyl 2-(aziridin-2-ylmethylene)malonate and/or 1,3-dione through aziridine ring opening by the internal carbonyl oxygen with the assistance of BF<sub>3</sub>·OEt<sub>2</sub>, followed by aromatization. This synthetic method is free from any metal and is atom-economical with all of the atoms in the starting material retained in the final product. ...[more]

PMID: 31457314

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