Table 1.
Library data for compounds 12{1–42}.
| compound | imine | alkyne | yielda (%) | purityc (%) |
|---|---|---|---|---|
| 12{1} | 9{1} | 10{1} | 75b | 98 |
| 12{2} | 9{1} | 10{2} | 40b | >99 |
| 12{3} | 9{1} | 10{3} | 43b | 96 |
| 12{4} | 9{1} | 10{4} | 38 | >99 |
| 12{5} | 9{1} | 10{5} | 22 | 98 |
| 12{6} | 9{1} | 10{6} | 56 | 99 |
| 12{7} | 9{1} | 10{7} | 43 | >99 |
| 12{8} | 9{2} | 10{1} | 58 | 97 |
| 12{9} | 9{2} | 10{2} | 23 | >99 |
| 12{10} | 9{2} | 10{3} | 56 | >99 |
| 12{11} | 9{2} | 10{4} | 40 | >99 |
| 12{12} | 9{2} | 10{5} | 38 | >99 |
| 12{13} | 9{2} | 10{6} | 26 | 94 |
| 12{14} | 9{3} | 10{1} | 37 | 90 |
| 12{15} | 9{3} | 10{2} | 38 | 97 |
| 12{16} | 9{3} | 10{3} | 56 | 98 |
| 12{17} | 9{3} | 10{4} | 36 | >99 |
| 12{18} | 9{3} | 10{5} | 51 | 97 |
| 12{19} | 9{3} | 10{6} | 34 | >99 |
| 12{20} | 9{3} | 10{7} | 53 | >99 |
| 12{21} | 9{4} | 10{1} | 17 | 99 |
| 12{22} | 9{4} | 10{2} | 18 | 90 |
| 12{23} | 9{4} | 10{3} | 51 | 93 |
| 12{24} | 9{4} | 10{4} | 20 | 89 |
| 12{25} | 9{4} | 10{5} | 21 | 90 |
| 12{26} | 9{4} | 10{6} | 40 | 92 |
| 12{27} | 9{4} | 10{7} | 40 | 95 |
| 12{28} | 9{5} | 10{1} | 30 | >99 |
| 12{29} | 9{5} | 10{2} | 44 | 97 |
| 12{30} | 9{5} | 10{3} | 43 | 98 |
| 12{31} | 9{5} | 10{5} | 33 | >99 |
| 12{32} | 9{5} | 10{6} | 31 | >99 |
| 12{33} | 9{6} | 10{1} | 22 | >99 |
| 12{34} | 9{6} | 10{2} | 62 | >99 |
| 12{35} | 9{6} | 10{3} | 64 | 93 |
| 12{36} | 9{6} | 10{5} | 37 | >99 |
| 12{37} | 9{6} | 10{6} | 38 | >99 |
| 12{38} | 9{6} | 10{7} | 41 | >99 |
| 12{39} | 9{7} | 10{1} | 38 | >99 |
| 12{40} | 9{7} | 10{2} | 19 | 91 |
| 12{41} | 9{7} | 10{3} | 23 | 92 |
| 12{42} | 9{7} | 10{5} | 27 | 99 |
a
Isolated yield (over two steps from 9) after preparative HPLC.
b
Isolated yield (over two steps from 9) after column chromatography.
c
UV purity determined at 214 nm after preparative HPLC.