. Author manuscript; available in PMC: 2008 Nov 1.

Published in final edited form as: Bioorg Med Chem Lett. 2007 Aug 25;17(21):5940–5943. doi: 10.1016/j.bmcl.2007.07.103

Table 1.

Synthesis of 10,10-dioxo-3-piperidin-1-yl/piperizin-1-yl-thioxanthen-9-ones.^a,^b

graphic file with name nihms32118f3.jpg

Yield^b	Yield^b	Yield^b
1a 68%	1m 98%	1y 45%^d
1b 99%	1n 94%	1z 49%^d
1c 83%	1o 80%	1aa 45%^d
1d 99%	1p 82%	1bb 57%^d
1e 100%	1q 70%	1cc 82%^d
1f 98%	1r 88%	1dd 18%^d
1g 99%	1s 98%	1ee 40%^d
1h 99%	1t 98%	1ff 6%^d
1i 91%	1u 87%	1gg 40%^d
1j 93%	1v 47%^d	1hh 76%^d
1k 72%c	1w 25%^d	1ii 12%^d
1l 73%	1x 30%^d	1jj 74%^d

Reactions were run using chloro-sulfone 7, 1.2 equiv. of amine and 1.2 equiv. of K₂CO₃ and 6.0 mL of solvent in a CEM Discovery microwave system. A microwave irradiation power of 300W, ramp time of 2.0 min. with a run time of 30 min. at 155°C and simultaneous cooling (powermax mode) was used.

Unless noted isolated crude yields are reported.

2.2 equiv. of K₂CO₃ were used for the synthesis of this product.

Isolated yields after column chromatography.