Amidocuprates, reactions

R2= Me, TMS(CH2)2, p-Tol, 4-N02C6H4, 4-MeOC6H4, 4-CI-C6H4 Fig. 79 Cu(II)-catalyzed tandem amidocupration/radical cyclization reactions... 

All these reactions proceed by initial base-promoted formation of copper amide complexes 306A from diarylamines or sulfonamides 306 or 308, respectively, which are subject to a concerted, sv -amidocupration with the adjacent alkene unit via transition state 306B (Fig. 82). The resulting alkylcopper(II) intermediates 306C are... 

Fig. 80 Copper-catalyzed amidocupration/radical oxygenation reactions...

Hydrazines may also be obtained via amidocuprates (Eq. 47)54 but the yields are low. Addition of Grignard reagents to diazonium salts provides azo compounds, which may be reduced to hydrazines. Yields in the former reaction are often low and the requirement to use dry diazonium salts adds a potential hazard. The best yields are obtained with o-benzenedisulfonimide salts (Eq. 48).191... 

Conjugate Addition Reactions. - Two protocols for achieving the enantioselective conjugate addition of an alkyl group to an enone using a cuprate containing a chiral ligand have been reported. In one case the lithium amide (28) was used to prepare an amidocuprate... 

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