Organic Letters

, volume 18 , issue 2 , pages 288-291

Pd(II)-Catalyzed Asymmetric Addition of Arylboronic Acids to Isatin-Derived Ketimines

Qun He ¹

Liang Wu ¹

Xuezhen Kou ¹

Nicholas Butt ¹

Guoqiang Yang ¹

Wanbin Zhang ¹

Hide authors affiliations Show authors affiliations: 1 affiliation

School of Chemistry and Chemical Engineering, Shanghai Jiao Tong University, 800 Dongchuan Road, Shanghai 200240, China |

Publication type: Journal Article

Publication date: 2015-12-31

American Chemical Society (ACS)

Organic Letters

scimago Q1

wos Q1

SJR: 1.235

CiteScore: 8.7

Impact factor: 5.0

ISSN: 15237060, 15237052

DOI: 10.1021/acs.orglett.5b03458

Copy DOI

PubMed ID: 26720106

Organic Chemistry

Biochemistry

Physical and Theoretical Chemistry

Abstract

A Pd(II)/Pyrox-catalyzed enantioselecitve addition of arylboronic acids to 3-ketimino oxindoles was developed, providing chiral 3-amino-2-oxindoles with a quaternary stereocenter in high yields and with good enantioselectivities. A variety of functionalized 3-ketimino oxindoles can be used, and the method tolerates some variation in arylboronic acid scope. This asymmetric arylation provides an alternative efficient catalytic method for the preparation of chiral 3-aryl-3-amino-2-oxindoles, which also represents the first example of a Pd(II)-catalyzed addition of arylborons to exocyclic ketimines.

Found

1 citation

Ilkin Vladimir

PhD in Chemistry

16 publications, 190 citations

h-index: 7

Ural Federal University

Research interests

Catalysis

Heterocyclic compounds

Organic Chemistry

Synthetic Organic Chemistry

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He Q. et al. Pd(II)-Catalyzed Asymmetric Addition of Arylboronic Acids to Isatin-Derived Ketimines // Organic Letters. 2015. Vol. 18. No. 2. pp. 288-291.

GOST all authors (up to 50) Copy

He Q., Wu L., Kou X., Butt N., Yang G., Zhang W. Pd(II)-Catalyzed Asymmetric Addition of Arylboronic Acids to Isatin-Derived Ketimines // Organic Letters. 2015. Vol. 18. No. 2. pp. 288-291.

RIS |

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RIS Copy

TY - JOUR

DO - 10.1021/acs.orglett.5b03458

UR - https://doi.org/10.1021/acs.orglett.5b03458

TI - Pd(II)-Catalyzed Asymmetric Addition of Arylboronic Acids to Isatin-Derived Ketimines

T2 - Organic Letters

AU - He, Qun

AU - Wu, Liang

AU - Kou, Xuezhen

AU - Butt, Nicholas

AU - Yang, Guoqiang

AU - Zhang, Wanbin

PY - 2015

DA - 2015/12/31

PB - American Chemical Society (ACS)

SP - 288-291

IS - 2

VL - 18

PMID - 26720106

SN - 1523-7060

SN - 1523-7052

ER -

BibTex |

Cite this

BibTex (up to 50 authors) Copy

@article{2015_He,

author = {Qun He and Liang Wu and Xuezhen Kou and Nicholas Butt and Guoqiang Yang and Wanbin Zhang},

title = {Pd(II)-Catalyzed Asymmetric Addition of Arylboronic Acids to Isatin-Derived Ketimines},

journal = {Organic Letters},

year = {2015},

volume = {18},

publisher = {American Chemical Society (ACS)},

month = {dec},

url = {https://doi.org/10.1021/acs.orglett.5b03458},

number = {2},

pages = {288--291},

doi = {10.1021/acs.orglett.5b03458}

}

MLA

Cite this

MLA Copy

He, Qun, et al. “Pd(II)-Catalyzed Asymmetric Addition of Arylboronic Acids to Isatin-Derived Ketimines.” Organic Letters, vol. 18, no. 2, Dec. 2015, pp. 288-291. https://doi.org/10.1021/acs.orglett.5b03458.

Publisher

American Chemical Society (ACS)

Journal

Organic Letters

scimago Q1

wos Q1

SJR

1.235

CiteScore

8.7

Impact factor

5.0

ISSN

15237060 (Print)

15237052 (Electronic)