Table 4.

Synthesis of unsymmetrically substituted biaryls from 2,2′-dibromobiphenyl (1) by sequential introduction of two electrophiles.^a

dibromobiaryl	electrophile	yield (%)
1	E1: MeI E2: PhCHO	13
		70 b,e
	E1: MeI E2: Me3SiCl	14
		82 c,f
	E1: MeI E2: MeOCOCl	15
		76 f
	E1: PhCHO E2: MeOCOCl	16
		75 d,f

^aReactions were conducted in the microflow system shown in Figure 3 unless otherwise stated. ^b2-Methylbiphenyl was also produced as a byproduct. ^cR4: ø = 1000 μm, l = 200 cm ^dR2: ø = 1000 μm, l = 50 cm, benzaldehyde (0.30 M), methyl chlorocarbonate (0.30 M) ^eIsolated yield. ^fDetermined by GC.