Dibenzothiophenesulfilimines: A Convenient Approach to Intermolecular Rhodium-Catalysed C-H Amidation

被引:18
作者
Antoni, Patrick W. [1 ]
Mackenroth, Alexandra V. [1 ]
Mulks, Florian F. [1 ]
Rudolph, Matthias [1 ]
Helmchen, Guenter [1 ]
Hashmi, A. Stephen K. [1 ,2 ]
机构
[1] Heidelberg Univ, Inst Organ Chem, Neuenheimer Feld 270, D-69120 Heidelberg, Germany
[2] King Abdulaziz Univ, Fac Sci, Chem Dept, Jeddah 21589, Saudi Arabia
关键词
amidation; C-H activation; homogeneous catalysis; rhodium; sulfilimines; transition-metal catalysis; BOND-FORMING REACTIONS; PHOTOCHEMISTRY; ANNULATION; ANTHRANILS; ACCESS;
D O I
10.1002/chem.202002371
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
A sulfilimine-based Group 9 transition-metal-catalysed C-H amidation procedure is reported. Dibenzothiophene-based sulfilimines were shown to constitute a class of novel amidation reagents which enable the transfer of a wide range of N-sulfonyl and N-acyl moieties. It was demonstrated that sulfilimines, which are easily accessible from cheap reagents, are safe-to-handle and represent broadly applicable amidation reagents. The dibenzothiophene can be recycled after use. The C-H amidation was shown to proceed with high selectivity and gave the mono-amidated products, mostly in good to excellent yields.
引用
收藏
页码:8235 / 8238
页数:4
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