Nonreductive Deiodination of ortho-Iodo-Hydroxylated Arenes Using Tertiary Amines

A convenient and nonreductive deiodination is reported for the ortho-iodo-hydroxylated arenes including derivatives of quinolinol, phenol, and naphthol. Tertiary amines pyridine, triethylamine, and N-methylmorpholine in the presence of water initiated deiodination of ortho-iodo-hydroxylated arenes w...

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Veröffentlicht in:Journal of organic chemistry 2005-10, Vol.70 (21), p.8590-8593
Hauptverfasser: Talekar, Rahul Subhash, Chen, Grace Shiahuy, Lai, Shin-Yu, Chern, Ji-Wang
Format: Artikel
Sprache:eng
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Zusammenfassung:A convenient and nonreductive deiodination is reported for the ortho-iodo-hydroxylated arenes including derivatives of quinolinol, phenol, and naphthol. Tertiary amines pyridine, triethylamine, and N-methylmorpholine in the presence of water initiated deiodination of ortho-iodo-hydroxylated arenes without affecting para-iodine and other reduction-susceptible groups. This reported method also works efficiently for polyiodinated systems. Simplicity, short reaction times, and absence of reducing catalyst are features of this method.
ISSN:0022-3263
1520-6904
DOI:10.1021/jo051191x