10.1002/adsc.201800544
Advanced Synthesis & Catalysis
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Scheme 2. Proposed mechanism for C-H activation of 1a.
[3]
In summary, we have developed an efficient
amidation of various heteroarenes via C–H bond
activation using readily available sulfonyl azides
catalyzed by base metal catalyst - MnBr(CO)5. Other
manganese-catalyzed C-H activation systems are
currently being investigated in our laboratories.
Experimental Section
General procedure for admidation of 1
1 (0.2 mmol), sulfonyl azide 2 (0.4 mmol), MnBr(CO)5 (10
mol %), TPAB (10 mol%) and water (1 mL) were added to
an oven-dried 25 mL glass reactor equipped with a stir bar.
The reaction mixture was stirred in a pre-heated oil bath at
o
120 C for 16 h with vigorous stirring. Upon completion,
the mixture was diluted with CH2Cl2. The reaction mixture
was extracted with CH2Cl2 (10 mL × 3). The combined
organic layers were dried over MgSO4. The solvents were
removed under reduced pressure and the crude mixture was
purified by chromatography on silica gel (hexanes/EtOAc)
to give the desired product 3.
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Acknowledgements
We are grateful to the National Science Foundation of China for
financial support (NSFC-21472018) and China Recruitment
Program of Global Experts for financial support.
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