DOAJ Open Access 2016

Microwave-assisted cyclizations promoted by polyphosphoric acid esters: a general method for 1-aryl-2-iminoazacycloalkanes

Jimena E. Díaz María C. Mollo Liliana R. Orelli

Abstrak

The first general procedure for the synthesis of 5 to 7-membered 1-aryl-2-iminoazacycloalkanes is presented, by microwave-assisted ring closure of ω-arylaminonitriles promoted by polyphosphoric acid (PPA) esters. 1-Aryl-2-iminopyrrolidines were easily prepared from the acyclic precursors employing a chloroformic solution of ethyl polyphosphate (PPE). The use of trimethylsilyl polyphosphate (PPSE) in solvent-free conditions allowed for the synthesis of 1-aryl-2-iminopiperidines and hitherto unreported 1-aryl-2-iminoazepanes. The cyclization reaction involves good to high yields and short reaction times, and represents a novel application of PPA esters in heterocyclic synthesis.

Topik & Kata Kunci

Science Organic chemistry

Penulis (3)

Jimena E. Díaz

María C. Mollo

Liliana R. Orelli

Format Sitasi

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Díaz, J.E., Mollo, M.C., Orelli, L.R. (2016). Microwave-assisted cyclizations promoted by polyphosphoric acid esters: a general method for 1-aryl-2-iminoazacycloalkanes. https://doi.org/10.3762/bjoc.12.190

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Informasi Jurnal

Tahun Terbit: 2016
Sumber Database: DOAJ
DOI: 10.3762/bjoc.12.190
Akses: Open Access ✓