Dialkyl arylphosphonates are prepared by the palladium-catalyzed reaction of aryl bromides with dialkyl phosphite in the presence of triethylamine. The similar treatment of vinyl bromides gives dialkyl vinylphosphonates stereoselectively.

No abstract

No abstract

No abstract

HkIR (KBr) 3400,1650,1510 cm"1; mass spectrum, m/e (relative intensity) 448 (M+, 4), 430 (23), 412 (22), 264 (13), 164 (100); high-resolution mass spectrum, caled for C^HjsOgNa m/e 448.4718, found m/e 448.4668. 6,7-Dimethoxyisoquinoline (14a). To a refluxing solution of 12a (1 g) in 40 mL of CH3CN was added dropwise P0C13 (2 mL) in 5 mL of CH3CN. After 1 h, the mixture was cooled, the solvent evaporated, and the residue added to ice-water and then washed with ether. The aqueous layer was basified with concentrated NH4OH and extracted with CH2C12. Chromatography furnished 0.628 g of 14a (71%), mp 89-90 °C (lit.14 mp 90-91 °C).6-(Benzyloxy)-7-methoxyisoquinoline (14b). Following the procedure used to prepare 14a, formamide 12b was cyclized to 14b (75%), mp 125-127 °C (lit.15 mp 127-128 °C).Acknowledgment. The Robert A. Welch Foundation and NATO (Grant No. RG158.80) are thanked for generous financial support. Dr. David Sawyer is thanked for a high-resolution mass spectrum.