We report herein on the palladium-catalyzed direct heteroarylation of heteroarenes (e.g., pyrroles, furans, and thiophenes) in which heteroarylsulfonyl chlorides are used as coupling partners through a desulfitative cross-coupling. These C-H bond functionalizations 10 occurred at the α-position in the case of pyrrole and furan derivatives, while in the case of thiophenes the C-H bonds at β position have been heteroarylated. This methodology represents a very simple access to heteroaryl dyads. Moreover, some examples of heteroaryl triads have been synthetized via iterative C-H bond arylations. Elemental analysis: calcd (%) for C9H8ClNS (197.68): C 54.68, H 4.08; found: C 54.89, H 3.83. 95 1 H NMR (400 MHz, CDCl3) δ (ppm) 7.02 (d, J = 3.8 Hz, 1H), 6.96 (d, J = 3.8 Hz, 1H), 6.73-6.70 (m, 1H), 6.36 (dd, J = 1.4 and 3.0 Hz, 1H), 6.17 (t, J = 3.0 Hz, 1H), 3.75 (s, 3H), 2.98 (q, J = 7.6 Hz, 2H), 2.57 (s, 3H), 1.40 (t, J = 7.6 Hz, 3H).