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ۼ : 16-06-29 16:14
[2016.06]ȯ Transition-Metal-Free Regioselective Alkylation of Pyridine N-Oxides Using 1,1-Diborylalkanes as Alkylating Reagents
 ۾ :
ȸ : 1,079  

Transition-Metal-Free Regioselective Alkylation of Pyridine N-Oxides Using 1,1-Diborylalkanes as Alkylating Reagents





-Woohyun Jo, Junghoon Kim, Seoyoung Choi, Seung Hwan Cho*


 

 

Reported herein is an unprecedented base-promoted deborylative alkylation of pyridine N-oxides using 1,1-diboryl-alkanes as alkyl sources. The reaction proceeds efficiently for a wide range of pyridine N-oxides and 1,1-diborylalkanes with excellent regioselectivity. The utility of the developed method isdemonstrated by the sequential C-H arylation and methylationof pyridine N-oxides. The reaction also can be applied for the direct introduction of a methyl group to 9-O-methylquinine N-oxide, thus it can serve as a powerful method for late-stage functionalization.

 N-׷ ȭչ ųȭ پ , ,   Ǵ ųȭ N-׷ ȭչ ϰ ް ִ.  ݼ ˸, Ȥ Į ȰϿ,   ƿȭ Ұɰ ġü Ῡ ִ.

츮 ̱ݼ ˸Ÿ ʰ, 1,1-ų̺ؼ ȭչ ųȭ ϴ ׷  N-̵ ġ ųȭ Ͽ.   ߵ ϸ, پ ۿ⸦ ׷ΰ N-̵ 1,1-ų̺ؼ ȭչ ųȭ ȮϿ.

׷ΰ N-̵忡 ųȭ Ȱ ν ܰ迡 ų׷ ִ ο ٹ Ͽ.

̷ ȭ ȰԹɹ" (Angewandte Chemie) ȮǾ.


 
 

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63 [2016.06]ȯ Transition-Metal-Free Regioselective Alkylation of Pyridine N-Oxides Using 1,1-Diborylalkanes as Alkylating Reagents 06-29 1080
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