B. Das, Xiangying Tang, S. Sanyal
Aug 17, 2011
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Citations
Journal
Tetrahedron Letters
Abstract
Abstract We synthesized boron containing 2-(4-methoxybenzyl)-4-(4-(4,4,5,5-tetramethyl-1,3,2-dioaborolan-2-yl)phenyl) phthalazin-1(2 H )-one 3 and 7-methyl-3-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)-2 H -benzo [ b ] [1,4] oxazine 8. The reaction of compound 2 with B 2 pin 2 using potassium acetate as the base and Pd(PPh 3 ) 2 Cl 2 as the catalyst, produced the corresponding boron-containing derivative 3 as a white solid in 65% yield. Alternatively, we have synthesized compound 8 as a yellow solid in 59% yield using the Miyaura borylation reaction. The potassium trifluoro(4-(-methyl-2 H -benzo [ b ] [1,4]oxazine-3-yl)phenylborate 9 was then obtained after treatment of 8 with aqueous solution of KF 2 H in methanol as white solid product in 60% yield. The biological activities of the synthetic compounds are currently being evaluated.