1
添加试剂
To a mixture (suspension / solution / slurry) of compound 12 (487 mg, 1 mmol) and o-plenylenediamine (948 mg, 6 mmol) in CH 2 Cl 2 (15 ml) being coolen to 0℃ was added the DCC (226 mg, 1.1 mmol).
Anhydrous lithium iodide (1.38 g, 10.3 mmol) was added the five portions (dropwise / in one portion / in portions) to a stirred solution of compound 12 (10.90 g, 51.5 mmol) in CH 2 Cl 2 (120 ml).
A round-bottom flask was changed with compound 3 (1.75 g, 5.27 mmol), LiCl (1.17 g, 26.3 mmol), DMSO (100 Ml) and H 2 O (378 ul).
分批加入 in portions/portionwise
一次性加入 in one portion
滴加 dropwise
2
催化量的
Et 3 N (20 mL, 142 mmol) and a catalytic amount of DMAP were added the solution ofcompound 1 (4.549 g, 46.4 mmol) in CH 2 Cl 2（120 ml） at 0℃
3
气体保护
To a stirred -78 solution ℃ of trimethylsilyacetylene (4.44g, 45.5 mmol)in THF (10 ml) under argon was added dropwise n-butylithium (1.6M in hexane, 28.25 ml).
4
通入气体
An ozone-enrichen steam of oxygen was bubbled through a cold (-78 ) solution of ℃
compound 9 (128 mg, 1.409 mmol) in CH 2 Cl 2 (5 ml) until it turned light blue. The
solution was purged with argon at -78 for 10 min to remove the excess O ℃ 3 .
5
通过双针头导管加料
The mixture was added to a sulotion of compound 2 (3.00 g, 12.8 mmol) in THF (48 ml) via cannula over a period of 30 min.
A solution of compound 29 (100 mg, 0.19 mmol, 1.0 equiv) in dry DMSO (1.5 ml) was cannulated under argon to a vigorously stirred mixture of powered potassium
superoxide (62 mg, 0.87 mmol, 4.5 equiv) and 18-crown-6-ether (23 mg, 0.087 mmol, 0.45 equiv) in dry DMSO （0.5 ml）.
6
通过注射器加料
To a stirred solution of compound 15 (8.61 g, 21.2 mmol) was added a solution of
p-toluenesulfonic acid (6.0 g) in CH 2 Cl 2 via syringe over 5 min.
7
反应控温
A solution of compound 1 (10 g, 1 mol) in EtOAc (20 ml) was added dropwise (via addition funnel or syringe) to the above mixture at 10 ℃ (while maintaining gentle reflux; while keeping internal temperature between 10 ℃ - 30 )℃ .
