Highly substituted 1H-isochromenes, isobenzofurans, and pyranopyridines can be prepared by allowing o-(1-alkynyl)arenecarboxaldehydes and ketones to react with I2, ICl, NIS, Br2, NBS, p- O2NC6H4SCl, or PhSeBr and various alcohols or carbon-based nucleophiles at room temperature. Naphthyl ketones and iodides are also readily prepared by the reaction of 2-(1- alkynyl)arenecarboxaldehydes with I2 and simple olefins or alkynes.
Syntheses of Isochromenes and Naphthalenes by Electrophilic Cyclization of Acetylenic Arenecarboxaldehydes / Yue, D.; DELLA CA', Nicola; Larock, R. C.. - In: JOURNAL OF ORGANIC CHEMISTRY. - ISSN 0022-3263. - 71:(2006), pp. 3381-3388. [10.1021/jo0524573]
Syntheses of Isochromenes and Naphthalenes by Electrophilic Cyclization of Acetylenic Arenecarboxaldehydes
DELLA CA', Nicola;
2006-01-01
Abstract
Highly substituted 1H-isochromenes, isobenzofurans, and pyranopyridines can be prepared by allowing o-(1-alkynyl)arenecarboxaldehydes and ketones to react with I2, ICl, NIS, Br2, NBS, p- O2NC6H4SCl, or PhSeBr and various alcohols or carbon-based nucleophiles at room temperature. Naphthyl ketones and iodides are also readily prepared by the reaction of 2-(1- alkynyl)arenecarboxaldehydes with I2 and simple olefins or alkynes.| File | Dimensione | Formato | |
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