Table 3. Cyclocarbonylative Sonogashira Reactions of 2-Ethynylbenzamide 1 with Iodoarenes 2 Performed in THF.

						selectivityc (%)
entrya	Ar	2	t (h)	conversionb (%)	3, 5	3	5
1	Ph	a	4	94	a	29	71 (44)
2	4-OMePh	b	4	75	b	29	71 (41)
3	4-ClPh	d	4	89	d	40	60 (39)
4	4-CNPh	e	4	100	e	72	28 (22)

^aAll reactions were carried with 2-ethynylbenzamide 1 (1.0 mmol), iodoarene 2 (1.0 mmol), CO (20 atm), PdCl₂(PPh₃)₂ (0.4 mol %), Et₃N (1.5 mL) and CH₂Cl₂ (4.0 mL) at 100 °C, unless otherwise stated.

^bConversion was determined by ¹H NMR peak integration on the crude product.

^cSelectivity was estimated by ¹H NMR spectroscopy; isolated yields of pure products are reported in parentheses.