Dual Rh(II)/Pd(0) Relay Catalysis for One-Pot Synthesis of α-Quaternary Allylated Indolin-2-ones and Benzofuran-2-ones

Yu Lim Lee; Kyu Ree Lee; Zi Xuan; Sang gi Lee

doi:10.1002/bkcs.12211

Dual Rh(II)/Pd(0) Relay Catalysis for One-Pot Synthesis of α-Quaternary Allylated Indolin-2-ones and Benzofuran-2-ones

Yu Lim Lee
, Kyu Ree Lee
, Zi Xuan
, Sang gi Lee

Department of Chemistry & Nanoscience

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

10 Scopus citations

Abstract

Cooperative Rh(II) and Pd(0) dual relay catalysis has been developed, which allowed one-pot synthesis of α-quaternary allylated indolin-2-ones and benzofuran-2-ones. The catalytic reaction proceeded through the sequential Rh(II)-catalyzed intramolecular aromatic C(sp²)-H bond functionalization of α-diazo carbonyl compounds, followed by Pd(0)-catalyzed allylic alkylation with allylic carbonates to afford the products in high yields (up to 97%).

Original language	English
Pages (from-to)	537-541
Number of pages	5
Journal	Bulletin of the Korean Chemical Society
Volume	42
Issue number	3
DOIs	https://doi.org/10.1002/bkcs.12211
State	Published - Mar 2021

Bibliographical note

Funding Information:
This work was made possible by the support of the National Research Foundation (NRF-2019R1A2B5B02069449).

Funding Information:
This work was made possible by the support of the National Research Foundation (NRF‐2019R1A2B5B02069449).

Publisher Copyright:
© 2021 Korean Chemical Society, Seoul & Wiley-VCH GmbH

Keywords

Benzofuran-2-ones
Dual catalysis
Indolin-2-ones
Palladium catalyst
Rhodium catalyst

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10.1002/bkcs.12211

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title = "Dual Rh(II)/Pd(0) Relay Catalysis for One-Pot Synthesis of α-Quaternary Allylated Indolin-2-ones and Benzofuran-2-ones",

abstract = "Cooperative Rh(II) and Pd(0) dual relay catalysis has been developed, which allowed one-pot synthesis of α-quaternary allylated indolin-2-ones and benzofuran-2-ones. The catalytic reaction proceeded through the sequential Rh(II)-catalyzed intramolecular aromatic C(sp2)-H bond functionalization of α-diazo carbonyl compounds, followed by Pd(0)-catalyzed allylic alkylation with allylic carbonates to afford the products in high yields (up to 97\%).",

keywords = "Benzofuran-2-ones, Dual catalysis, Indolin-2-ones, Palladium catalyst, Rhodium catalyst",

author = "Lee, \{Yu Lim\} and Lee, \{Kyu Ree\} and Zi Xuan and Lee, \{Sang gi\}",

note = "Funding Information: This work was made possible by the support of the National Research Foundation (NRF-2019R1A2B5B02069449). Funding Information: This work was made possible by the support of the National Research Foundation (NRF‐2019R1A2B5B02069449). Publisher Copyright: {\textcopyright} 2021 Korean Chemical Society, Seoul \& Wiley-VCH GmbH",

year = "2021",

month = mar,

doi = "10.1002/bkcs.12211",

language = "English",

volume = "42",

pages = "537--541",

journal = "Bulletin of the Korean Chemical Society",

issn = "0253-2964",

publisher = "Wiley-Blackwell",

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T1 - Dual Rh(II)/Pd(0) Relay Catalysis for One-Pot Synthesis of α-Quaternary Allylated Indolin-2-ones and Benzofuran-2-ones

AU - Lee, Yu Lim

AU - Lee, Kyu Ree

AU - Xuan, Zi

AU - Lee, Sang gi

N1 - Funding Information: This work was made possible by the support of the National Research Foundation (NRF-2019R1A2B5B02069449). Funding Information: This work was made possible by the support of the National Research Foundation (NRF‐2019R1A2B5B02069449). Publisher Copyright: © 2021 Korean Chemical Society, Seoul & Wiley-VCH GmbH

PY - 2021/3

Y1 - 2021/3

N2 - Cooperative Rh(II) and Pd(0) dual relay catalysis has been developed, which allowed one-pot synthesis of α-quaternary allylated indolin-2-ones and benzofuran-2-ones. The catalytic reaction proceeded through the sequential Rh(II)-catalyzed intramolecular aromatic C(sp2)-H bond functionalization of α-diazo carbonyl compounds, followed by Pd(0)-catalyzed allylic alkylation with allylic carbonates to afford the products in high yields (up to 97%).

AB - Cooperative Rh(II) and Pd(0) dual relay catalysis has been developed, which allowed one-pot synthesis of α-quaternary allylated indolin-2-ones and benzofuran-2-ones. The catalytic reaction proceeded through the sequential Rh(II)-catalyzed intramolecular aromatic C(sp2)-H bond functionalization of α-diazo carbonyl compounds, followed by Pd(0)-catalyzed allylic alkylation with allylic carbonates to afford the products in high yields (up to 97%).

KW - Benzofuran-2-ones

KW - Dual catalysis

KW - Indolin-2-ones

KW - Palladium catalyst

KW - Rhodium catalyst

UR - https://www.scopus.com/pages/publications/85099056796

U2 - 10.1002/bkcs.12211

DO - 10.1002/bkcs.12211

M3 - Article

AN - SCOPUS:85099056796

SN - 0253-2964

VL - 42

SP - 537

EP - 541

JO - Bulletin of the Korean Chemical Society

JF - Bulletin of the Korean Chemical Society

IS - 3

ER -

Dual Rh(II)/Pd(0) Relay Catalysis for One-Pot Synthesis of α-Quaternary Allylated Indolin-2-ones and Benzofuran-2-ones

Abstract

Bibliographical note

Keywords

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