Iodonium salts are key intermediates in Pd-catalyzed acetoxylation of pyrroles

Dmitrijs Lubriks; Igors Sokolovs; Edgars Suna

doi:10.1021/ol201665c

Iodonium salts are key intermediates in Pd-catalyzed acetoxylation of pyrroles

Dmitrijs Lubriks
, Igors Sokolovs
, Edgars Suna^*

^*Corresponding author for this work

Latvian Institute of Organic Synthesis

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

49 Citations (Scopus)

Abstract

A mild, room-temperature Pd-catalyzed acetoxylation of pyrroles with phenyliodonium acetate is described. The acetoxylation was found to proceed via the initial formation of pyrrolyl(phenyl)iodonium acetates, which were converted to acetoxypyrroles in the presence of Pd(OAc)₂. The acetoxylation could also be carried out as a one-pot sequential procedure without the isolation of the intermediate iodonium salts.

Original language	English
Pages (from-to)	4324-4327
Number of pages	4
Journal	Organic Letters
Volume	13
Issue number	16
DOIs	https://doi.org/10.1021/ol201665c
Publication status	Published - 19 Aug 2011
Externally published	Yes

OECD Field of Science

1.4 Chemical Sciences

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10.1021/ol201665c

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title = "Iodonium salts are key intermediates in Pd-catalyzed acetoxylation of pyrroles",

abstract = "A mild, room-temperature Pd-catalyzed acetoxylation of pyrroles with phenyliodonium acetate is described. The acetoxylation was found to proceed via the initial formation of pyrrolyl(phenyl)iodonium acetates, which were converted to acetoxypyrroles in the presence of Pd(OAc)2. The acetoxylation could also be carried out as a one-pot sequential procedure without the isolation of the intermediate iodonium salts.",

author = "Dmitrijs Lubriks and Igors Sokolovs and Edgars Suna",

year = "2011",

month = aug,

day = "19",

doi = "10.1021/ol201665c",

language = "English",

volume = "13",

pages = "4324--4327",

journal = "Organic Letters",

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T1 - Iodonium salts are key intermediates in Pd-catalyzed acetoxylation of pyrroles

AU - Lubriks, Dmitrijs

AU - Sokolovs, Igors

AU - Suna, Edgars

PY - 2011/8/19

Y1 - 2011/8/19

N2 - A mild, room-temperature Pd-catalyzed acetoxylation of pyrroles with phenyliodonium acetate is described. The acetoxylation was found to proceed via the initial formation of pyrrolyl(phenyl)iodonium acetates, which were converted to acetoxypyrroles in the presence of Pd(OAc)2. The acetoxylation could also be carried out as a one-pot sequential procedure without the isolation of the intermediate iodonium salts.

AB - A mild, room-temperature Pd-catalyzed acetoxylation of pyrroles with phenyliodonium acetate is described. The acetoxylation was found to proceed via the initial formation of pyrrolyl(phenyl)iodonium acetates, which were converted to acetoxypyrroles in the presence of Pd(OAc)2. The acetoxylation could also be carried out as a one-pot sequential procedure without the isolation of the intermediate iodonium salts.

UR - https://www.scopus.com/pages/publications/80051705553

UR - http://pubs.acs.org/doi/abs/10.1021%252Fol201665c

U2 - 10.1021/ol201665c

DO - 10.1021/ol201665c

M3 - Article

AN - SCOPUS:80051705553

SN - 1523-7060

VL - 13

SP - 4324

EP - 4327

JO - Organic Letters

JF - Organic Letters

IS - 16

ER -

Iodonium salts are key intermediates in Pd-catalyzed acetoxylation of pyrroles

Abstract

OECD Field of Science

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