An improved, easy and efficient method for the generation of nitrite oxides from nitronates for in situ 1,3-dipolar cycloaddition

Jing Yuan Liu*, Ming Chung Yan, Wen Wei Lin, Lian Yong Wang, Ching Fa Yao

*此作品的通信作者

研究成果: 雜誌貢獻期刊論文同行評審

7 引文 斯高帕斯(Scopus)

摘要

The Michael addition of the diethyl allyl malonate anion to β-nitrostyrenes l generated nitronates 5. Nitronates 5 could be converted into nitrile oxides 7 to undergo intramolecular nitrite oxide-olefin cycloaddition (INOC) to form medium to high yields (51-95%) of five-membered carbocycles 8 and 9 by using ethyl chloroformate in the presence of a catalytic amount of 4-dimethylaminopyridine (DMAP). High yields (91%) of tricyclic compounds 11 and 12 were obtained when la reacted with the anion of 10 under similar experimental conditions and procedures.

原文英語
頁(從 - 到)1215-1218
頁數4
期刊Journal of the Chemical Society - Perkin Transactions 1
發行號9
DOIs
出版狀態已發佈 - 1999

ASJC Scopus subject areas

  • 化學 (全部)

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