N- vs. O-alkylation in 2(1H)-quinolinone derivatives

Zhao-Xia Guo; Andrew N. Cammidge; Alexander McKillop; David C. Horwell

doi:10.1016/S0040-4039(99)01422-7

N- vs. O-alkylation in 2(1H)-quinolinone derivatives

Zhao-Xia Guo, Andrew N. Cammidge, Alexander McKillop, David C. Horwell

Research output: Contribution to journal › Article › peer-review

26 Citations (Scopus)

Abstract

N- vs O-alkylation reactions of 8-benzyloxy-2(1H)-quinolinone have been investigated using both classical and phase transfer conditions. The influence of reaction solvents/conditions was found to have a dramatic effect on selectivity, with opposite trends to that observed for 2-pyridone alkylation.

Original language	English
Pages (from-to)	6999-7002
Number of pages	4
Journal	Tetrahedron Letters
Volume	40
Issue number	38
DOIs	https://doi.org/10.1016/S0040-4039(99)01422-7
Publication status	Published - 17 Sept 1999

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10.1016/S0040-4039(99)01422-7

Cite this

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title = "N- vs. O-alkylation in 2(1H)-quinolinone derivatives",

abstract = "N- vs O-alkylation reactions of 8-benzyloxy-2(1H)-quinolinone have been investigated using both classical and phase transfer conditions. The influence of reaction solvents/conditions was found to have a dramatic effect on selectivity, with opposite trends to that observed for 2-pyridone alkylation.",

author = "Zhao-Xia Guo and Cammidge, {Andrew N.} and Alexander McKillop and Horwell, {David C.}",

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T1 - N- vs. O-alkylation in 2(1H)-quinolinone derivatives

AU - Guo, Zhao-Xia

AU - Cammidge, Andrew N.

AU - McKillop, Alexander

AU - Horwell, David C.

PY - 1999/9/17

Y1 - 1999/9/17

N2 - N- vs O-alkylation reactions of 8-benzyloxy-2(1H)-quinolinone have been investigated using both classical and phase transfer conditions. The influence of reaction solvents/conditions was found to have a dramatic effect on selectivity, with opposite trends to that observed for 2-pyridone alkylation.

AB - N- vs O-alkylation reactions of 8-benzyloxy-2(1H)-quinolinone have been investigated using both classical and phase transfer conditions. The influence of reaction solvents/conditions was found to have a dramatic effect on selectivity, with opposite trends to that observed for 2-pyridone alkylation.

U2 - 10.1016/S0040-4039(99)01422-7

DO - 10.1016/S0040-4039(99)01422-7

M3 - Article

SN - 0040-4039

VL - 40

SP - 6999

EP - 7002

JO - Tetrahedron Letters

JF - Tetrahedron Letters

IS - 38

ER -