The Journal of organic chemistry

Rearrangement of 2-quinolyl-and 1-isoquinolylcarbenes to naphthylnitrenes

NM Lân, R Burgard, C Wentrup

Index: Lan, Nguyen Mong; Burgard, Riko; Wentrup, Curt Journal of Organic Chemistry, 2004 , vol. 69, # 6 p. 2033 - 2036

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Citation Number: 18

Abstract

2-Quinolylcarbene 23 and 1-isoquinolylcarbene 33 are generated by flash vacuum thermolysis (FVT) of the corresponding triazolo [1, 5-a] quinoline and triazolo [5, 1-a] isoquinoline 19 and 29, as well as 2-(5-tetrazolyl) quinoline and 1-(5-tetrazolyl) isoquinoline 20 and 30, respectively. These carbenes rearrange to 1-and 2-naphthylnitrene 21 and 31, respectively, and the nitrenes are also generated by FVT of 1-and 2-naphthyl azides 18 ...