Preparation of Polyfunctional Organozinc Halides by an InX3‐ and LiCl‐Catalyzed Zinc Insertion to Aryl and Heteroaryl Iodides and Bromides
摘要:
A catalytic system consisting of InCl3 (3 mol%) and LiCl (30 mol%) allows a convenient preparation of polyfunctional arylzinc halides via the insertion of zinc powder to various aryl iodides in THF at 50 degrees C in up to 95% yield. The use of a THF/DMPU (1: 1) mixture shortens the reaction rates and allows the preparation of keto-substituted arylzinc reagents. In the presence of In(acac)(3) (3 mol%) and LiCl (150 mol%), the zinc insertion to various aryl and heteroaryl bromides proceeds smoothly (50 degrees C, 2-18 h). Alkyl bromides are also converted to the corresponding zinc reagents in the presence of In(acac)(3) (10 mol%) and LiCl (150 mol%) in 70-80% yield.
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DOI:
10.1002/chem.201605139
年份:
2017
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