With Other Organic Halides, including Aryl Chlorides and Electrophiles

With Other Organic Halides, including Aryl Chlorides and Electrophiles 

A series of potentially selective inhibitors of dihydroorotate dehydrogenase (DHODH) were synthesized via interactive, chemoselective Suzuki cross-couplings utilizing biaryl chlorides as key intermediates (Equation 78) [111]. 

Suzuki coupling reactions where also achieved on substrates that lead to 4-aryl-5-phenylethynyl- and 5-aryl-4-phenylethynyl-2-methyl-3(2H)-pyridazinones, in excellent yields (Equations 79 and 80, respectively) [112]. 

Recently, Bedford and Cazin reported the use of orthometallated complex 45 as a catalyst precursor as it is readily accessible from N,N-dimethylbenzylamine, which is commercially available and inexpensive. Complex 45 reacts readily with tricydo-hexylphosphine in dichloromethane to generate adduct 46, which shows good air-and moisture-stability, and is a highly active catalyst for Suzuki coupling of aryl chlorides (Equation 81) [113]. 

Suzuki coupling of boroxine 47 with ethyl 4-bromo-3-methoxycrotonate (48) provides the desired product 49 in 60% yield, together widi 50 (20%) (Equation 82) [114]. 

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