Using Lithium-Aluminum Mixed-Metal Bases

2 Using Lithium-Aluminum Mixed-Metal Bases 

When used in THF, Li(TMP)Al(i-Bu)j (2 equiv) is capable of deprotonating substituted benzenes such as anisole and A,A-diisopropylbenzamide at room temperature and sensitive substrates such as benzo-nitrile and l-chloro-4-iodobenzene at -78°C. Iodine is the electrophile of choice, but others can also be 

TABLE 27.6 Substituted Benzenes Deprotometalation Using a Lithium-Aluminum Base and Subsequent Interception with Eiectrophiies 

SCHEME 27.20 4-Halo anisoles deprotometalation using a lithium-aluminum base and subsequent interception with iodine, IV-bromosuccinimide, and sulfuryl chloride. 

TABLE 21.1 Substituted Benzenes and Naphthalenes Deprotometalation Using a Lithium—Aluminum Base and Subsequ it Interception with Electrophiles 

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