Palladium-Phenylpyrazolylphosphine-Catalyzed Cross-Coupling of Alkenyl Pivalates

Zicong Chen; Chau Ming So

doi:10.1002/ajoc.202100031

Palladium-Phenylpyrazolylphosphine-Catalyzed Cross-Coupling of Alkenyl Pivalates

Zicong Chen
, Chau Ming So (Corresponding Author)

Research output: Journal article publication › Journal article › Academic research › peer-review

2 Citations (Scopus)

Abstract

Palladium-catalyzed cross-coupling reactions are indispensable tools for C−C bond formation, and new catalyst development remains a powerful driving force in this field. In this study, a new type of easily accessible phenylpyrazole phosphine ligand is developed. The catalyst generated from Pd(OAc)₂ and PP-Phos (L15) is highly effective in the palladium-catalyzed cross-coupling of alkenyl pivalates with organomagnesium reagents. The reaction accommodates a broad scope of alkenyl carboxylates under mild conditions, providing an alternative but practical way to the synthesis of multi-substituted alkenes in value.

Original language	English
Pages (from-to)	776-779
Number of pages	4
Journal	Asian Journal of Organic Chemistry
Volume	10
Issue number	4
DOIs	https://doi.org/10.1002/ajoc.202100031
Publication status	Published - Apr 2021

Keywords

alkene
alkenyl pivalate
cross-coupling
heterocyclic phosphine
palladium-catalyzed

ASJC Scopus subject areas

Organic Chemistry

More information

10.1002/ajoc.202100031

http://hdl.handle.net/10397/100082

Cite this

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title = "Palladium-Phenylpyrazolylphosphine-Catalyzed Cross-Coupling of Alkenyl Pivalates",

abstract = "Palladium-catalyzed cross-coupling reactions are indispensable tools for C−C bond formation, and new catalyst development remains a powerful driving force in this field. In this study, a new type of easily accessible phenylpyrazole phosphine ligand is developed. The catalyst generated from Pd(OAc)2 and PP-Phos (L15) is highly effective in the palladium-catalyzed cross-coupling of alkenyl pivalates with organomagnesium reagents. The reaction accommodates a broad scope of alkenyl carboxylates under mild conditions, providing an alternative but practical way to the synthesis of multi-substituted alkenes in value.",

keywords = "alkene, alkenyl pivalate, cross-coupling, heterocyclic phosphine, palladium-catalyzed",

author = "Zicong Chen and So, \{Chau Ming\}",

note = "Funding Information: We thank the Research Grants Council of Hong Kong, Early Career Scheme (ECS 25301819), General Research Fund (GRF 15300220), National Natural Science Foundation of China (21972122), and the Science, Technology and Innovation Commission of Shenzhen Municipality (JCYJ20180306173843318) for financial support. We are grateful to Dr. On Ying Yuen for her assistance in supplementary material preparation. Publisher Copyright: {\textcopyright} 2021 Wiley-VCH GmbH",

year = "2021",

month = apr,

doi = "10.1002/ajoc.202100031",

language = "English",

volume = "10",

pages = "776--779",

journal = "Asian Journal of Organic Chemistry",

issn = "2193-5807",

publisher = "John Wiley and Sons Inc.",

number = "4",

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TY - JOUR

T1 - Palladium-Phenylpyrazolylphosphine-Catalyzed Cross-Coupling of Alkenyl Pivalates

AU - Chen, Zicong

AU - So, Chau Ming

N1 - Funding Information: We thank the Research Grants Council of Hong Kong, Early Career Scheme (ECS 25301819), General Research Fund (GRF 15300220), National Natural Science Foundation of China (21972122), and the Science, Technology and Innovation Commission of Shenzhen Municipality (JCYJ20180306173843318) for financial support. We are grateful to Dr. On Ying Yuen for her assistance in supplementary material preparation. Publisher Copyright: © 2021 Wiley-VCH GmbH

PY - 2021/4

Y1 - 2021/4

N2 - Palladium-catalyzed cross-coupling reactions are indispensable tools for C−C bond formation, and new catalyst development remains a powerful driving force in this field. In this study, a new type of easily accessible phenylpyrazole phosphine ligand is developed. The catalyst generated from Pd(OAc)2 and PP-Phos (L15) is highly effective in the palladium-catalyzed cross-coupling of alkenyl pivalates with organomagnesium reagents. The reaction accommodates a broad scope of alkenyl carboxylates under mild conditions, providing an alternative but practical way to the synthesis of multi-substituted alkenes in value.

AB - Palladium-catalyzed cross-coupling reactions are indispensable tools for C−C bond formation, and new catalyst development remains a powerful driving force in this field. In this study, a new type of easily accessible phenylpyrazole phosphine ligand is developed. The catalyst generated from Pd(OAc)2 and PP-Phos (L15) is highly effective in the palladium-catalyzed cross-coupling of alkenyl pivalates with organomagnesium reagents. The reaction accommodates a broad scope of alkenyl carboxylates under mild conditions, providing an alternative but practical way to the synthesis of multi-substituted alkenes in value.

KW - alkene

KW - alkenyl pivalate

KW - cross-coupling

KW - heterocyclic phosphine

KW - palladium-catalyzed

UR - https://www.scopus.com/pages/publications/85102510240

U2 - 10.1002/ajoc.202100031

DO - 10.1002/ajoc.202100031

M3 - Journal article

AN - SCOPUS:85102510240

SN - 2193-5807

VL - 10

SP - 776

EP - 779

JO - Asian Journal of Organic Chemistry

JF - Asian Journal of Organic Chemistry

IS - 4

ER -

Palladium-Phenylpyrazolylphosphine-Catalyzed Cross-Coupling of Alkenyl Pivalates

Abstract

Keywords

ASJC Scopus subject areas

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