Homoleptic Zincate??Promoted Room??Temperature Halogen–Metal Exchange of Bromopyridines

…, M Meyer, S Komagawa, F Chevallier…

Index: Chau, Nguyet Trang Thanh; Meyer, Maxime; Komagawa, Shinsuke; Chevallier, Floris; Fort, Yves; Uchiyama, Masanobu; Mongin, Florence; Gros, Philippe C. Chemistry - A European Journal, 2010 , vol. 16, # 41 p. 12425 - 12433

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Citation Number: 23

Abstract

Abstract Homoleptic lithium tri-and tetraalkyl zincates were reacted with a set of bromopyridines. Efficient and chemoselective bromine–metal exchanges were realized at room temperature with a substoichiometric amount of nBu 4 ZnLi 2⋅ TMEDA reagent (1/3 equiv; TMEDA= N, N, N′, N′-tetramethylethylenediamine). This reactivity contrasted with that of tBu 4 ZnLi 2⋅ TMEDA, which was inefficient below one equivalent. DFT ...