Highly substituted oxygen heterocycles can be prepared in good yields at room temperature by reacting o-(1-alkynyl)-substituted arene carbonyl compounds with NBS, I2, ICl, p-O2NC6H4SCl, or PhSeBr and various alcohols or carbon-based nucleophiles. Naphthyl ketones and iodides are readily prepared by the reaction of 2-(1-alkynyl)arene-carboxaldehydes with I2 and simple olefins or alkynes.
Efficient Syntheses of Heterocycles and Carbocycles by Electrophilic Cyclization of Acetylenic Aldehydes and Ketones / Yue, Dawei; DELLA CA', Nicola; LAROCK RICHARD, C.. - In: ORGANIC LETTERS. - ISSN 1523-7060. - 6:(2004), pp. 1581-1584. [10.1021/ol049690s]
Efficient Syntheses of Heterocycles and Carbocycles by Electrophilic Cyclization of Acetylenic Aldehydes and Ketones
DELLA CA', Nicola;
2004-01-01
Abstract
Highly substituted oxygen heterocycles can be prepared in good yields at room temperature by reacting o-(1-alkynyl)-substituted arene carbonyl compounds with NBS, I2, ICl, p-O2NC6H4SCl, or PhSeBr and various alcohols or carbon-based nucleophiles. Naphthyl ketones and iodides are readily prepared by the reaction of 2-(1-alkynyl)arene-carboxaldehydes with I2 and simple olefins or alkynes.| File | Dimensione | Formato | |
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