A Pd[0]-catalyzed Ullmann cross-coupling/reductive cyclization approach to C-3 mono-alkylated oxindoles and related compounds

Martin G Banwell; Matthew T Jones; David T J Loong; David W Lupton; David M Pinkerton; Jayanta K Ray; Anthony C Willis

doi:10.1016/j.tet.2010.09.042

A Pd[0]-catalyzed Ullmann cross-coupling/reductive cyclization approach to C-3 mono-alkylated oxindoles and related compounds

Martin G Banwell, Matthew T Jones, David T J Loong, David W Lupton, David M Pinkerton, Jayanta K Ray, Anthony C Willis

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

16 Citations (Scopus)

Abstract

The Pd[0]-catalyzed Ullmann cross-coupling of o-nitrohaloarenes 1a-e with the brominated heterocycles 2a-f delivers the expected products 3a-j in good to excellent yields The reductive cyclization of such products as well as N-acyl derivatives 3k I and m has been investigated and provided the C-3 mono-substituted oxindoles 5a-d f g k and m the direct reduction products 41 and J or indole 51

Original language	English
Pages (from-to)	9252 - 9262
Number of pages	11
Journal	Tetrahedron
Volume	66
Issue number	47
DOIs	https://doi.org/10.1016/j.tet.2010.09.042
Publication status	Published - 2010
Externally published	Yes

Access to Document

10.1016/j.tet.2010.09.042

Cite this

@article{2eeb290b3a33410c84f1f92adbdc22fd,

title = "A Pd[0]-catalyzed Ullmann cross-coupling/reductive cyclization approach to C-3 mono-alkylated oxindoles and related compounds",

abstract = "The Pd[0]-catalyzed Ullmann cross-coupling of o-nitrohaloarenes 1a-e with the brominated heterocycles 2a-f delivers the expected products 3a-j in good to excellent yields The reductive cyclization of such products as well as N-acyl derivatives 3k I and m has been investigated and provided the C-3 mono-substituted oxindoles 5a-d f g k and m the direct reduction products 41 and J or indole 51",

author = "Banwell, {Martin G} and Jones, {Matthew T} and Loong, {David T J} and Lupton, {David W} and Pinkerton, {David M} and Ray, {Jayanta K} and Willis, {Anthony C}",

year = "2010",

doi = "10.1016/j.tet.2010.09.042",

language = "English",

volume = "66",

pages = "9252 -- 9262",

journal = "Tetrahedron",

issn = "0040-4020",

publisher = "Elsevier",

number = "47",

}

TY - JOUR

T1 - A Pd[0]-catalyzed Ullmann cross-coupling/reductive cyclization approach to C-3 mono-alkylated oxindoles and related compounds

AU - Banwell, Martin G

AU - Jones, Matthew T

AU - Loong, David T J

AU - Lupton, David W

AU - Pinkerton, David M

AU - Ray, Jayanta K

AU - Willis, Anthony C

PY - 2010

Y1 - 2010

N2 - The Pd[0]-catalyzed Ullmann cross-coupling of o-nitrohaloarenes 1a-e with the brominated heterocycles 2a-f delivers the expected products 3a-j in good to excellent yields The reductive cyclization of such products as well as N-acyl derivatives 3k I and m has been investigated and provided the C-3 mono-substituted oxindoles 5a-d f g k and m the direct reduction products 41 and J or indole 51

AB - The Pd[0]-catalyzed Ullmann cross-coupling of o-nitrohaloarenes 1a-e with the brominated heterocycles 2a-f delivers the expected products 3a-j in good to excellent yields The reductive cyclization of such products as well as N-acyl derivatives 3k I and m has been investigated and provided the C-3 mono-substituted oxindoles 5a-d f g k and m the direct reduction products 41 and J or indole 51

UR - http://linkinghub.elsevier.com/retrieve/pii/S0040402010013797

U2 - 10.1016/j.tet.2010.09.042

DO - 10.1016/j.tet.2010.09.042

M3 - Article

SN - 0040-4020

VL - 66

SP - 9252

EP - 9262

JO - Tetrahedron

JF - Tetrahedron

IS - 47

ER -

A Pd[0]-catalyzed Ullmann cross-coupling/reductive cyclization approach to C-3 mono-alkylated oxindoles and related compounds

Abstract

Access to Document

Other files and links

Cite this