Skip to main content
. Author manuscript; available in PMC: 2017 Aug 5.
Published in final edited form as: Org Lett. 2016 Jul 14;18(15):3910–3913. doi: 10.1021/acs.orglett.6b01952

Table 3.

Addition of Arynes to DMPUa

graphic file with name nihms814656u4.jpg

entry substrate product yield, %
1 graphic file with name nihms814656t29.jpg graphic file with name nihms814656t30.jpg 64
2 graphic file with name nihms814656t31.jpg graphic file with name nihms814656t32.jpg 67
3 graphic file with name nihms814656t33.jpg graphic file with name nihms814656t34.jpg 55
4 graphic file with name nihms814656t35.jpg graphic file with name nihms814656t36.jpg 62
5 graphic file with name nihms814656t37.jpg graphic file with name nihms814656t38.jpg 51
6 graphic file with name nihms814656t39.jpg graphic file with name nihms814656t40.jpg 61
7 graphic file with name nihms814656t41.jpg graphic file with name nihms814656t42.jpg 67
a

Silyl aryl bromide or sulfamate (0.25 mmol), DMPU (0.75 mL), Me4NF (0.75 mmol), diethyl ether (0.5 mL), 0 °C, 6 h. Yields are isolated yields. See the Supporting Information for details. DMPU = 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone.