Palladium-catalyzed cross-coupling of (1-methylindol-2-yl)zinc chloride (1)
with 2-(bromoethenyl)arenes 2a-e provides 2-(2-arylethenyl)-1-methylindole
s 3a-e in good yields. The alkenes (Z)-2b,c,e are coupled with retention of
stereochemistry. With (Z)-3-bromo-4-nitrostyrene [(Z)-2d], only (E)-3d is
obtained whose structure has been confirmed by single-crystal X-ray diffrac
tion.