Distinct Reactivity of Pd(OTs)2: The Intermolecular Pd(II)-Catalyzed 1,2-Carboamination of Dienes

C Houlden; C.D Bailey; J Gair Ford; M Gagné; G.C Lloyd-Jones; Kevin I Booker-Milburn

doi:10.1021/ja803397y

Distinct Reactivity of Pd(OTs)₂: The Intermolecular Pd(II)-Catalyzed 1,2-Carboamination of Dienes

C Houlden, C.D Bailey, J Gair Ford, M Gagné, G.C Lloyd-Jones, Kevin I Booker-Milburn

Research output: Contribution to journal › Article (Academic Journal) › peer-review

302 Citations (Scopus)

Abstract

A Pd-catalysed intermolecular 1,2-carboamination route to indolines from N-aryl ureas and 1,3-dienes that proceeds under mild conditions in relatively nonacidic media, is presented. The in situ generation or preformation, os palladium tosylate emerges as a key parameter in gaining the requisite reacticity for the C-H insertion/carbopalladation/nucleophilic displacement process.

Translated title of the contribution	Distinct Reactivity of Pd(OTs)₂: The Intermolecular Pd(II)-Catalyzed 1,2-Carboamination of Dienes
Original language	English
Pages (from-to)	10066 - 10067
Number of pages	2
Journal	Journal of the American Chemical Society
Volume	130
Issue number	31
DOIs	https://doi.org/10.1021/ja803397y
Publication status	Published - 6 Aug 2008

Access to Document

10.1021/ja803397y

http://pubs.acs.org/doi/abs/10.1021/ja803397y

Handle.net

Persistent link

Cite this

@article{7adc3775b9cc47948ba56e32d0ea8c3f,

title = "Distinct Reactivity of Pd(OTs)2: The Intermolecular Pd(II)-Catalyzed 1,2-Carboamination of Dienes",

abstract = "A Pd-catalysed intermolecular 1,2-carboamination route to indolines from N-aryl ureas and 1,3-dienes that proceeds under mild conditions in relatively nonacidic media, is presented. The in situ generation or preformation, os palladium tosylate emerges as a key parameter in gaining the requisite reacticity for the C-H insertion/carbopalladation/nucleophilic displacement process.",

author = "C Houlden and C.D Bailey and \{Gair Ford\}, J and M Gagn{\'e} and G.C Lloyd-Jones and Booker-Milburn, \{Kevin I\}",

year = "2008",

month = aug,

day = "6",

doi = "10.1021/ja803397y",

language = "English",

volume = "130",

pages = "10066 -- 10067",

journal = "Journal of the American Chemical Society",

issn = "0002-7863",

publisher = "American Chemical Society",

number = "31",

}

TY - JOUR

T1 - Distinct Reactivity of Pd(OTs)2: The Intermolecular Pd(II)-Catalyzed 1,2-Carboamination of Dienes

AU - Houlden, C

AU - Bailey, C.D

AU - Gair Ford, J

AU - Gagné, M

AU - Lloyd-Jones, G.C

AU - Booker-Milburn, Kevin I

PY - 2008/8/6

Y1 - 2008/8/6

N2 - A Pd-catalysed intermolecular 1,2-carboamination route to indolines from N-aryl ureas and 1,3-dienes that proceeds under mild conditions in relatively nonacidic media, is presented. The in situ generation or preformation, os palladium tosylate emerges as a key parameter in gaining the requisite reacticity for the C-H insertion/carbopalladation/nucleophilic displacement process.

AB - A Pd-catalysed intermolecular 1,2-carboamination route to indolines from N-aryl ureas and 1,3-dienes that proceeds under mild conditions in relatively nonacidic media, is presented. The in situ generation or preformation, os palladium tosylate emerges as a key parameter in gaining the requisite reacticity for the C-H insertion/carbopalladation/nucleophilic displacement process.

UR - http://www.scopus.com/inward/record.url?eid=2-s2.0-48749120080&partnerID=8YFLogxK

U2 - 10.1021/ja803397y

DO - 10.1021/ja803397y

M3 - Article (Academic Journal)

C2 - 18613664

SN - 0002-7863

VL - 130

SP - 10066

EP - 10067

JO - Journal of the American Chemical Society

JF - Journal of the American Chemical Society

IS - 31

ER -

Distinct Reactivity of Pd(OTs)₂: The Intermolecular Pd(II)-Catalyzed 1,2-Carboamination of Dienes

Abstract

Access to Document

Handle.net

Other files and links

Fingerprint

Cite this