New air-stable catalysts for general and efficient Suzuki-Miyaura cross-coupling reactions of heteroaryl chlorides

Anil S. Guram; Anthony O. King; John G. Allen; Xianghong Wang; Laurie B. Schenkel; Johann Chan; Emilio E. Bunel; Margaret M. Faul; Robert D. Larsen; Michael J. Martinelli; Paul J. Reider

doi:10.1021/ol060268g

New air-stable catalysts for general and efficient Suzuki-Miyaura cross-coupling reactions of heteroaryl chlorides

Anil S. Guram, Anthony O. King, John G. Allen, Xianghong Wang, Laurie B. Schenkel, Johann Chan, Emilio E. Bunel, Margaret M. Faul, Robert D. Larsen, Michael J. Martinelli, Paul J. Reider

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

182 Scopus citations

Abstract

New air-stable PdCl₂{ P^tBu₂(p-R-Ph)} ₂ (R = H, NMe₂, CF₃,) complexes represent simple, general, and efficient catalysts for the Suzuki-Miyaura cross-coupling reactions of aryl halides including five-membered heteroaryl halides and heteroatom-substituted six-membered heteroaryl chlorides with a diverse range of arylboronic acids. High product yields (89-99% isolated yields) and turn-over-numbers (10 000 TON) are observed.

Original language	English (US)
Pages (from-to)	1787-1789
Number of pages	3
Journal	Organic letters
Volume	8
Issue number	9
DOIs	https://doi.org/10.1021/ol060268g
State	Published - Apr 27 2006
Externally published	Yes

All Science Journal Classification (ASJC) codes

Biochemistry
Physical and Theoretical Chemistry
Organic Chemistry

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10.1021/ol060268g

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@article{15e32a7eddbe48a18313e7e17f845ac6,

title = "New air-stable catalysts for general and efficient Suzuki-Miyaura cross-coupling reactions of heteroaryl chlorides",

abstract = "New air-stable PdCl2\{ PtBu2(p-R-Ph)\} 2 (R = H, NMe2, CF3,) complexes represent simple, general, and efficient catalysts for the Suzuki-Miyaura cross-coupling reactions of aryl halides including five-membered heteroaryl halides and heteroatom-substituted six-membered heteroaryl chlorides with a diverse range of arylboronic acids. High product yields (89-99\% isolated yields) and turn-over-numbers (10 000 TON) are observed.",

author = "Guram, \{Anil S.\} and King, \{Anthony O.\} and Allen, \{John G.\} and Xianghong Wang and Schenkel, \{Laurie B.\} and Johann Chan and Bunel, \{Emilio E.\} and Faul, \{Margaret M.\} and Larsen, \{Robert D.\} and Martinelli, \{Michael J.\} and Reider, \{Paul J.\}",

year = "2006",

month = apr,

day = "27",

doi = "10.1021/ol060268g",

language = "English (US)",

volume = "8",

pages = "1787--1789",

journal = "Organic letters",

issn = "1523-7060",

publisher = "American Chemical Society",

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}

TY - JOUR

T1 - New air-stable catalysts for general and efficient Suzuki-Miyaura cross-coupling reactions of heteroaryl chlorides

AU - Guram, Anil S.

AU - King, Anthony O.

AU - Allen, John G.

AU - Wang, Xianghong

AU - Schenkel, Laurie B.

AU - Chan, Johann

AU - Bunel, Emilio E.

AU - Faul, Margaret M.

AU - Larsen, Robert D.

AU - Martinelli, Michael J.

AU - Reider, Paul J.

PY - 2006/4/27

Y1 - 2006/4/27

N2 - New air-stable PdCl2{ PtBu2(p-R-Ph)} 2 (R = H, NMe2, CF3,) complexes represent simple, general, and efficient catalysts for the Suzuki-Miyaura cross-coupling reactions of aryl halides including five-membered heteroaryl halides and heteroatom-substituted six-membered heteroaryl chlorides with a diverse range of arylboronic acids. High product yields (89-99% isolated yields) and turn-over-numbers (10 000 TON) are observed.

AB - New air-stable PdCl2{ PtBu2(p-R-Ph)} 2 (R = H, NMe2, CF3,) complexes represent simple, general, and efficient catalysts for the Suzuki-Miyaura cross-coupling reactions of aryl halides including five-membered heteroaryl halides and heteroatom-substituted six-membered heteroaryl chlorides with a diverse range of arylboronic acids. High product yields (89-99% isolated yields) and turn-over-numbers (10 000 TON) are observed.

UR - https://www.scopus.com/pages/publications/33646464678

UR - https://www.scopus.com/inward/citedby.url?scp=33646464678&partnerID=8YFLogxK

U2 - 10.1021/ol060268g

DO - 10.1021/ol060268g

M3 - Article

C2 - 16623551

AN - SCOPUS:33646464678

SN - 1523-7060

VL - 8

SP - 1787

EP - 1789

JO - Organic letters

JF - Organic letters

IS - 9

ER -

New air-stable catalysts for general and efficient Suzuki-Miyaura cross-coupling reactions of heteroaryl chlorides

Abstract

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