4.8 Article

High Temperature Metalation of Functionalized Aromatics and Heteroaromatics using (tmP)2Zn•2MgCl2•2LiCl and Microwave Irradiation

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ORGANIC LETTERS
卷 10, 期 20, 页码 4705-4707

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AMER CHEMICAL SOC
DOI: 10.1021/ol802118e

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  1. Fonds der Chemischen Industrie
  2. DFG
  3. Merck Research Laboratories (MSD)
  4. Chemetall GmbH (Frankfurt)
  5. BASF AG (Ludwigshafen)
  6. W. C. Heraeus GmbH (Hanau)

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A wide range of polyfunctional aryl and heteroaryl zinc reagents were efficiently prepared in THF via direct zincation using (tmp)(2)Zn center dot 2MgCl(2)center dot 2LiCl and microwave irradiation. Ester and cyano functions as well as ketones are compatible with the high temperatures of the zincation. The resulting bis-organo zinc species undergo a number of subsequent reactions leading to highly functionalized aromatics and heteroaromatics in good to excellent yields.

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