Catalytic reactions were carried out under a N2 atmosphere using pre-dried glassware. ortho-Alkynylbromoarenes 1, and 14 were prepared in analogy to previously described methodologies. Other starting materials were obtained from
commercial sources, and were used without further purification.Yields refer to isolated compounds, estimated to be>95% pure as determined by 1H NMR and GC. Flash chromatography:Macherey–Nagel silica gel 60 (70–230 mesh).NMR spectra were recorded on Bruker AMX 600, Varian VXR400S, Bruker AM 250, Unity 300 or Inova 500 instruments in the solvent indicated; chemical shifts (d) are given in ppm.
To a solution of CuI (18 mg, 0.10 mmol, 10 mol%) and KOt-Bu (336 mg, 3.0 mmol) in PhMe (3 mL) was added 1c(265 mg, 1.0 mmol) and 4-methylaniline (129 mg, 1.2 mmol)at ambient temperature. The resulting mixture was stirred at 105 8C for 2 h. CH2Cl2 (50 mL) and aqueous HCl (2N,50 mL) were added to the reaction mixture at ambient temperature.The separated aqueous phase was extracted with CH2Cl2 (250 mL). The combined organic layers were dried over MgSO4 and concentrated under vacuum. The remaining residue was purified by column chromatography on
silica gel (n-pentane/Et2O, 200/1!50/1) to afford 3d as a yellow oil
A suspension of CuI (19 mg, 0.10 mmol, 10 mol%), K2CO3(0.276 g, 2.00 mmol), 4b (0.141 g, 1.20 mmol), 12 (0.026 g,0.30 mmol, 30 mol%) and 1e (0.257 g, 1.00 mmol) in PhMe(4 mL) was stirred under N2 for 24 h at 105 8C. H2O (50 mL)and Et2O (50 mL) were added to the reaction mixture at ambient temperature. The separated aqueous phase was extracted with Et2O (250 mL). The combined organic layers
were dried over MgSO4 and concentrated under vacuum.The remaining residue was purified by column chromatography on silica gel (n-pentane/Et2O 50:1) to afford 5e as a white solid;
Preliminary studies revealed that KO-t-Bu was superior among a variety of bases (e.g., NaO-t-Bu, or LiO-t-Bu). Contrary to palladium-catalyzed transformations, the use of chlorides as leaving groups in substrates 1a and1b, unfortunately, only gave rise to unsatisfactory results
(entries 1, and 2). However, synthetically useful isolated yields were accomplished with ortho-alkynylbromoarenes (entries 3–11). Notably, ortho-substituents on more sterically hindered aniline derivatives were well tolerated (entries 7, and 8), as were chlorides as functionalities, which resulted in the chemoselective preparation of substituted indoles 3i–3k (entries9–11). As to the mechanism of this “nitrogen
ligand-free” copper-catalyzed transformation, experiments with a secondary amine suggest a reaction sequence consisting of intermolecular hydroamination,followed by intramolecular N-arylation.
参考资料:In my Da Nao..........
参考资料:0.0
在线等 帮我翻译一下这段短文 化工专业英语 请不要用软件翻译 谢谢
廉价的铜催化剂可高效合成N -芳基,N -酰基,或NH - (AZA )吲哚alkynylbromoarenes邻开始。这个多米诺骨牌N-arylation\/hydro-ACHTUNGTRENUNGamin (D) ATION过程的范围广泛,是突出的高功能化吲哚的合成,以及作为一个Chek1\/KDR抑制剂药效 值得注意的是,邻位取代基的空间位阻的苯胺衍生物 良好的耐...
请英语高手帮我翻译一下这段话,不要翻译器的,谢谢。。。
I used to work as a volunteer at the subway station, the care-center for the handicappedand the geracomium. My major work at the subway station was to keep order at rush hours and to remind passengers to walk on the left-hand side and to stand by the right-hand side while...
帮我翻译一下这段英语,谢谢。
Today, login account, the account blocked. What am I doing wrong thing? Please tell me, let me correct it, thank you. If it is my FP setup issues, please forgive me, that was long ago set up, I forgot to put it corrected it. Very sorry. Recently busy with work, the ...
...英语教学短文中译英翻译。在线等。一定不要用软件,否则会出现大量语 ...
and value teacher's praise. And they don't afraid to make mistakes, seldom feel shy. They have in the growth period and have strong plastic. They have flexible speech organs
请大家帮我用英文翻译一下这篇作文,不要机器翻译的,谢谢
parental encouragement has always been my motivation to learn. Small, I'm not a very good child, but my parents did not like the other parents to take lessons from me or my other children to compare, they will every time I have a little bit of progress, encouraged me to ,...
英语高手请进,请大家帮我翻译一下这段英语,不要那种翻译软件翻译的,要...
5. 熟练操作WildfirePro\/e5.0 、AutoCAD绘图系统平台及计算机常用软件。能独立设计出整套模 具,包括2D组立图、加工图、3D拆模等。主要设计笔记本系列,电饭煲,投影仪及打印机,复印机等办公设备塑料模具。Proficient in operating WildfirePro\/e5.0, AutoCAD drawing system and common computer software....
...英语(请英语高手全文翻译一下,请不要使用软件翻译,如果好的话,再加...
so as to give play to my own ability better, here I recommend myself briefly as follows:在大学期间,我认真系统地学习了模具专业的知识,如冲压模具、塑料成型模具、公差与配合、机械制图、机械设计基础等课程,并且都取得了优异的成绩。课余时间里,我爱好走象棋、学英语。也常常学学软件,如:U...
请帮忙把下面这段话翻译成英文,请不要用翻译软件,好的会继续加分!_百 ...
use my eyes too much for another month, but I will do my best to correct the manuscripts and keep in touch with you. Very sorry for any inconvenience it may cause.这会不会比楼上的朋友写得更好?很高兴能够帮到你,希望会满意,谢谢。答案由【英语精英团】与【英语牛人圑】提供 ...
请英语高手帮忙翻译一下这篇对话,中翻英,不要翻译机的翻译,谢谢
you are right,the Chinese is lack of hugs and some intimate behaviours.We are not good at expressing our friendship and intimacy with out body actions.A:是的,我觉得这是一个很大的遗憾。I agree with you,I think it is a big regret....
大家给翻译成英语,多谢 在线等!!!(不要电脑软件翻译)
chance, it would also be good if we can meet up with some pretty girls.I will go find a job during next term, but currently it is not easy to get one, hopefully i can have good luck.能力有限,让各位见笑了。 我觉得大家不要太相信这些东西了,还是好好念几天英文吧!!