Functional-Group-Tolerant Pd-Catalyzed Carbonylative Negishi Coupling with Aryl Iodides

Dmitrii V. Kalinin; Trond Ulven

doi:10.1021/acs.joc.3c00948

Functional-Group-Tolerant Pd-Catalyzed Carbonylative Negishi Coupling with Aryl Iodides

Dmitrii V. Kalinin
, Trond Ulven

Research output: Contribution to a Journal (Peer & Non Peer) › Article › peer-review

3 Citations (Scopus)

Abstract

A chemoselective Pd-mediated carbonylative Negishi-type catalytic protocol for the synthesis of (hetero)aryl ketones is reported. The protocol employs the PEPPSI-IPr precatalyst and CO gas at atmospheric pressure (balloon) to foster the carbonylative coupling between diverse C(sp³)-hybridized organozinc reagents and a broad range of aryl iodides, including substrates carrying aldehyde, aniline, phenol, or carboxylic acid groups, and heteroaryls.

Original language	English
Pages (from-to)	16633-16638
Number of pages	6
Journal	Journal of Organic Chemistry
Volume	88
Issue number	23
DOIs	https://doi.org/10.1021/acs.joc.3c00948
Publication status	Published - 1 Dec 2023
Externally published	Yes

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10.1021/acs.joc.3c00948

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title = "Functional-Group-Tolerant Pd-Catalyzed Carbonylative Negishi Coupling with Aryl Iodides",

abstract = "A chemoselective Pd-mediated carbonylative Negishi-type catalytic protocol for the synthesis of (hetero)aryl ketones is reported. The protocol employs the PEPPSI-IPr precatalyst and CO gas at atmospheric pressure (balloon) to foster the carbonylative coupling between diverse C(sp3)-hybridized organozinc reagents and a broad range of aryl iodides, including substrates carrying aldehyde, aniline, phenol, or carboxylic acid groups, and heteroaryls.",

author = "Kalinin, \{Dmitrii V.\} and Trond Ulven",

note = "Publisher Copyright: {\textcopyright} 2023 American Chemical Society.",

year = "2023",

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doi = "10.1021/acs.joc.3c00948",

language = "English",

volume = "88",

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T1 - Functional-Group-Tolerant Pd-Catalyzed Carbonylative Negishi Coupling with Aryl Iodides

AU - Kalinin, Dmitrii V.

AU - Ulven, Trond

PY - 2023/12/1

Y1 - 2023/12/1

N2 - A chemoselective Pd-mediated carbonylative Negishi-type catalytic protocol for the synthesis of (hetero)aryl ketones is reported. The protocol employs the PEPPSI-IPr precatalyst and CO gas at atmospheric pressure (balloon) to foster the carbonylative coupling between diverse C(sp3)-hybridized organozinc reagents and a broad range of aryl iodides, including substrates carrying aldehyde, aniline, phenol, or carboxylic acid groups, and heteroaryls.

AB - A chemoselective Pd-mediated carbonylative Negishi-type catalytic protocol for the synthesis of (hetero)aryl ketones is reported. The protocol employs the PEPPSI-IPr precatalyst and CO gas at atmospheric pressure (balloon) to foster the carbonylative coupling between diverse C(sp3)-hybridized organozinc reagents and a broad range of aryl iodides, including substrates carrying aldehyde, aniline, phenol, or carboxylic acid groups, and heteroaryls.

UR - https://www.scopus.com/pages/publications/85178573217

U2 - 10.1021/acs.joc.3c00948

DO - 10.1021/acs.joc.3c00948

M3 - Article

AN - SCOPUS:85178573217

SN - 0022-3263

VL - 88

SP - 16633

EP - 16638

JO - Journal of Organic Chemistry

JF - Journal of Organic Chemistry

IS - 23

ER -

Functional-Group-Tolerant Pd-Catalyzed Carbonylative Negishi Coupling with Aryl Iodides

Abstract

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