3-Pyridylnitrene, 2-and 4-pyrimidinylcarbenes, 3-quinolylnitrenes, and 4-quinazolinylcarbenes. Interconversion, ring expansion to diazacycloheptatetraenes, …

…, A Lukosch, P Bednarek, D Kvaskoff

Index: Wentrup, Curt; Lan, Nguyen Mong; Lukosch, Adelheid; Bednarek, Pawel; Kvaskoff, David Beilstein Journal of Organic Chemistry, 2013 , vol. 9, p. 743 - 753

Full Text: HTML

Citation Number: 7

Abstract

Abstract Precursors of 3-pyridylnitrene and 2-and 4-pyrimidinylcarbenes all afford mixtures of 2-and 3-cyanopyrroles on flash vacuum thermolysis, but 3-cyanopyrroles are the first- formed products. 3-Quinolylnitrenes and 4-quinazolinylcarbenes similarly afford 3- cyanoindoles. 2-Pyrimidinylcarbenes rearrange to 3-pyridylnitrenes, but 4- pyrimidinylcarbenes and 4-quinazolinylcarbenes do not necessarily rearrange to the ...