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Volumn , Issue 3, 2011, Pages 619-628

Radical intramolecular arylation of pyridinium salts: A straightforward entry to 7-hydroxypyrido[2,1-a]isoquinolinylium salts

(4) Castillo, Rafael R a Burgos, Carolina a Vaquero, Juan J a Alvarez Builla, Julio a

a UNIVERSITY OF ALCALÁ (Spain)

Author keywords

Intramolecular arylation; Nitrogen heterocycles; Radical reactions

Indexed keywords

EID: 78651311363 PISSN: 1434193X EISSN: 10990690 Source Type: Journal
DOI: 10.1002/ejoc.201001071 Document Type: Article

Times cited : (12)

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- An additional experiment was carried out on 6a using acetic acid as the solvent. Surprisingly, we observed a total conversion of starting material and 71a% of cyclized product was detected by HPLC-MS [Agilent 1100, Luna C-18, 10 cmaà - a4.6 mm, 3 Im, mobile phase water/0.1a% formic acid,(A)/MeOH/0.1a% formic acid (B) gradient: t0 = 90a% (A) to t = 20 min, 100a% (B)]. Further experiments are in progress to test the reproducibility and applicability of this process as a general method for the cyclization of (bromophenyl) oxoethylpyridinium bromides 6. Improvement of the solubility of phenacylpyridinium salt 6a could play a role in the observed effect.

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