Spectroscopic Characterization of a Quinolinone Compound with Terminal Ethynyl

Abstract

Abstract:

The 1, 4-disubstituted 1, 2, 3-triazoles were synthesized by a click chemistry reaction, copper (I)-catalyzed 1, 3-dipolar cycloaddition of alkynes with azides, under mild conditions with very high yields and dramatic rate acceleration. In order to obtained quinolinone compounds with terminal ethynyl, 1-(prop-2-yn1-yl)-7, 8-dihydroquinoline-2, 5(1H, 6H)-dione (3) was prepared from 7, 8-dihydroquinoline-2, 5(1H, 6H)-dione (1) by alkylation reaction. Two configuration stereoisomers of 3 were isolated by recrystallization and silica gel column separation. Complete assignment of the ¹H and ¹³C NMR chemical shifts of the compound was obtained by 2D NMR techniques, including ¹H-¹H COSY and HMQC. The two configuration stereoisomers of 3 were determined by NOESY.

Key words: NMR, structure, 2D NMR, quinolinone, terminal ethynyl

CLC Number:

O482.53

LIU Hai-bo，XU Ming*，YUAN Ling. Spectroscopic Characterization of a Quinolinone Compound with Terminal Ethynyl[J]. Chinese Journal of Magnetic Resonance.

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