Sequential direct SNAr reactions of pentafluorobenzenes with azole or indole derivatives

TY - JOUR

T1 - Sequential direct SNAr reactions of pentafluorobenzenes with azole or indole derivatives

AU - Diness, Frederik

AU - Begtrup, Mikael

PY - 2014/6/6

Y1 - 2014/6/6

N2 - Sequential regioselective N-arylations through high-yielding catalyst-free direct SNAr reactions of pentafluorobenzene derivatives with azole or indole derivatives are described. The N-arylated derivatives were further functionalized through a microwave-assisted cross-coupling reaction via C-H bond activation or Suzuki conditions. The order of the reactions could be reversed, proving full orthogonality between the reactions which led to well-defined fully substituted benzene derivatives.

AB - Sequential regioselective N-arylations through high-yielding catalyst-free direct SNAr reactions of pentafluorobenzene derivatives with azole or indole derivatives are described. The N-arylated derivatives were further functionalized through a microwave-assisted cross-coupling reaction via C-H bond activation or Suzuki conditions. The order of the reactions could be reversed, proving full orthogonality between the reactions which led to well-defined fully substituted benzene derivatives.

U2 - 10.1021/ol5012554

DO - 10.1021/ol5012554

M3 - Journal article

C2 - 24869660

SN - 1523-7060

VL - 16

SP - 3130

EP - 3133

JO - Organic Letters

JF - Organic Letters

IS - 11

ER -