Palladium-catalyzed alkenyl C-H bond sulfonylation reaction using organosulfonyl chlorides

Yun He Xu; Min Wang; Ping Lu; Teck Peng Loh

doi:10.1016/j.tet.2013.01.071

Palladium-catalyzed alkenyl C-H bond sulfonylation reaction using organosulfonyl chlorides

Yun He Xu, Min Wang, Ping Lu, Teck Peng Loh^*

^*Corresponding author for this work

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

41 Citations (Scopus)

Abstract

A Pd-catalyzed alkenyl C-H bond direct sulfonylation of vinyl pyridine and enamides was developed. Various arylsulfonyl chlorides were tested in this reaction and the desired products were obtained in good yields. Moreover, the alkyl sulfonyl chloride could also be used though the yield was lower. A possible Pd(II)/Pd(IV) catalytic pathway involved in this coupling reaction was proposed.

Original language	English
Pages (from-to)	4403-4407
Number of pages	5
Journal	Tetrahedron
Volume	69
Issue number	22
DOIs	https://doi.org/10.1016/j.tet.2013.01.071
Publication status	Published - Jun 3 2013
Externally published	Yes

ASJC Scopus Subject Areas

Biochemistry
Drug Discovery
Organic Chemistry

Keywords

Coupling
Enamide
Palladium
Sulfonylation
Vinyl pyridine

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10.1016/j.tet.2013.01.071

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abstract = "A Pd-catalyzed alkenyl C-H bond direct sulfonylation of vinyl pyridine and enamides was developed. Various arylsulfonyl chlorides were tested in this reaction and the desired products were obtained in good yields. Moreover, the alkyl sulfonyl chloride could also be used though the yield was lower. A possible Pd(II)/Pd(IV) catalytic pathway involved in this coupling reaction was proposed.",

keywords = "Coupling, Enamide, Palladium, Sulfonylation, Vinyl pyridine",

author = "Xu, {Yun He} and Min Wang and Ping Lu and Loh, {Teck Peng}",

year = "2013",

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T1 - Palladium-catalyzed alkenyl C-H bond sulfonylation reaction using organosulfonyl chlorides

AU - Xu, Yun He

AU - Wang, Min

AU - Lu, Ping

AU - Loh, Teck Peng

PY - 2013/6/3

Y1 - 2013/6/3

N2 - A Pd-catalyzed alkenyl C-H bond direct sulfonylation of vinyl pyridine and enamides was developed. Various arylsulfonyl chlorides were tested in this reaction and the desired products were obtained in good yields. Moreover, the alkyl sulfonyl chloride could also be used though the yield was lower. A possible Pd(II)/Pd(IV) catalytic pathway involved in this coupling reaction was proposed.

AB - A Pd-catalyzed alkenyl C-H bond direct sulfonylation of vinyl pyridine and enamides was developed. Various arylsulfonyl chlorides were tested in this reaction and the desired products were obtained in good yields. Moreover, the alkyl sulfonyl chloride could also be used though the yield was lower. A possible Pd(II)/Pd(IV) catalytic pathway involved in this coupling reaction was proposed.

KW - Coupling

KW - Enamide

KW - Palladium

KW - Sulfonylation

KW - Vinyl pyridine

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U2 - 10.1016/j.tet.2013.01.071

DO - 10.1016/j.tet.2013.01.071

M3 - Article

AN - SCOPUS:84876694375

SN - 0040-4020

VL - 69

SP - 4403

EP - 4407

JO - Tetrahedron

JF - Tetrahedron

IS - 22

ER -

Palladium-catalyzed alkenyl C-H bond sulfonylation reaction using organosulfonyl chlorides

Abstract

ASJC Scopus Subject Areas

Keywords

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