Pyrazines and quinoxalines bearing 2‐substituents that direct ortho metalation reacted with lithium 2,2,6,6‐tetramethylpiperidide to produce 2‐substituted‐3‐lithiopyrazines and quinoxalines. These lithio reagents reacted with N‐methoxy‐N‐methylbenzamide to give good to moderate yields of 3‐substituted pyrazinyl or quinoxalinylphenylmethanones. The 3‐methylthio substituents of some ketone products were oxidized to methylsulfonyl groups that were susceptible to nucleophilic displacement.
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Ward et al. (1991) studied this question.
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