期刊
JOURNAL OF ORGANIC CHEMISTRY
卷 77, 期 11, 页码 5184-5190出版社
AMER CHEMICAL SOC
DOI: 10.1021/jo300667a
关键词
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资金
- National Sciences Foundation of China [21072224]
- Fundamental Research Funds for the Central Universities
- Renmin University of China [11XNI003]
An efficient new method was developed to synthesize multisubstituted 4, 5-dihydro-1H-azepine derivatives through the gold-catalyzed reaction of two molecules of propargylic esters with one molecule of alkyl azide. It was proposed that vinyl gold carbenoid, in situ generated from propargylic ester through gold-catalyzed 1, 2-rearrangement, was trapped by alkyl azide to give vinyl imine intermediate. These, in turn, could undergo a formal [4 + 3] cycloaddition with another molecule of vinyl gold carbenoid to afford the desired azepine product.
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