Preparation of Resin-Bound Bismethylene Cyclic Malonic Acid Ester and Facile Solid-Phase Synthesis of 2-Alkylthio-4(1H)-quinolone and 2-Alkyl-4(1H)-quinolone

Jing Tang; Xian Huang

doi:10.1081/SCC-120026320

Preparation of Resin-Bound Bismethylene Cyclic Malonic Acid Ester and Facile Solid-Phase Synthesis of 2-Alkylthio-4(1H)-quinolone and 2-Alkyl-4(1H)-quinolone

Jing Tang, Xian Huang

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

7 Scopus citations

Abstract

The resin-bound bismethylthiomethylene cyclic malonic acid ester 3 was built up efficiently. Resin 3 can react with arylamines and subsequent thermal cyclizations give 2-alkylthio-4-(1H)-quinolones. Furthermore, conjugate addition of Grignard reagents to the resin 3 forms the resin 6 which was reacted with aryl amines and subsequent thermal-cyclization-cleavages afford the 2-alkyl-4-(1H)-quinolones.

Original language	English (US)
Pages (from-to)	3953-3960
Number of pages	8
Journal	Synthetic Communications
Volume	33
Issue number	22
DOIs	https://doi.org/10.1081/SCC-120026320
State	Published - 2003
Externally published	Yes

Bibliographical note

Funding Information:
The work was supported by the National Nature Science Foundation of China (Project No. 20072032).

Keywords

2-Alkyl-4-(1H)-quinolones
Grignard reagents
Resin-bound bismethylthiomethylene cyclic malonic acid ester

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10.1081/SCC-120026320

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title = "Preparation of Resin-Bound Bismethylene Cyclic Malonic Acid Ester and Facile Solid-Phase Synthesis of 2-Alkylthio-4(1H)-quinolone and 2-Alkyl-4(1H)-quinolone",

abstract = "The resin-bound bismethylthiomethylene cyclic malonic acid ester 3 was built up efficiently. Resin 3 can react with arylamines and subsequent thermal cyclizations give 2-alkylthio-4-(1H)-quinolones. Furthermore, conjugate addition of Grignard reagents to the resin 3 forms the resin 6 which was reacted with aryl amines and subsequent thermal-cyclization-cleavages afford the 2-alkyl-4-(1H)-quinolones.",

keywords = "2-Alkyl-4-(1H)-quinolones, Grignard reagents, Resin-bound bismethylthiomethylene cyclic malonic acid ester",

author = "Jing Tang and Xian Huang",

note = "Funding Information: The work was supported by the National Nature Science Foundation of China (Project No. 20072032).",

year = "2003",

doi = "10.1081/SCC-120026320",

language = "English (US)",

volume = "33",

pages = "3953--3960",

journal = "Synthetic Communications",

issn = "0039-7911",

publisher = "Taylor and Francis Ltd.",

number = "22",

}

TY - JOUR

T1 - Preparation of Resin-Bound Bismethylene Cyclic Malonic Acid Ester and Facile Solid-Phase Synthesis of 2-Alkylthio-4(1H)-quinolone and 2-Alkyl-4(1H)-quinolone

AU - Tang, Jing

AU - Huang, Xian

N1 - Funding Information: The work was supported by the National Nature Science Foundation of China (Project No. 20072032).

PY - 2003

Y1 - 2003

N2 - The resin-bound bismethylthiomethylene cyclic malonic acid ester 3 was built up efficiently. Resin 3 can react with arylamines and subsequent thermal cyclizations give 2-alkylthio-4-(1H)-quinolones. Furthermore, conjugate addition of Grignard reagents to the resin 3 forms the resin 6 which was reacted with aryl amines and subsequent thermal-cyclization-cleavages afford the 2-alkyl-4-(1H)-quinolones.

AB - The resin-bound bismethylthiomethylene cyclic malonic acid ester 3 was built up efficiently. Resin 3 can react with arylamines and subsequent thermal cyclizations give 2-alkylthio-4-(1H)-quinolones. Furthermore, conjugate addition of Grignard reagents to the resin 3 forms the resin 6 which was reacted with aryl amines and subsequent thermal-cyclization-cleavages afford the 2-alkyl-4-(1H)-quinolones.

KW - 2-Alkyl-4-(1H)-quinolones

KW - Grignard reagents

KW - Resin-bound bismethylthiomethylene cyclic malonic acid ester

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U2 - 10.1081/SCC-120026320

DO - 10.1081/SCC-120026320

M3 - Article

AN - SCOPUS:0344413578

SN - 0039-7911

VL - 33

SP - 3953

EP - 3960

JO - Synthetic Communications

JF - Synthetic Communications

IS - 22

ER -

Preparation of Resin-Bound Bismethylene Cyclic Malonic Acid Ester and Facile Solid-Phase Synthesis of 2-Alkylthio-4(1H)-quinolone and 2-Alkyl-4(1H)-quinolone

Abstract

Bibliographical note

Keywords

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