Palladium-catalyzed synthesis of carbazoles from N-(2-halophenyl)-2,6-diisopropylanilines via C-C cleavage

Anthony R. Chianese; Scott L. Rogers; Hanna Al-Gattas

doi:10.1016/j.tetlet.2010.02.098

Palladium-catalyzed synthesis of carbazoles from N-(2-halophenyl)-2,6-diisopropylanilines via C-C cleavage

Anthony R. Chianese
, Scott L. Rogers
, Hanna Al-Gattas

Neurosurgery

Colgate University

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

7 Scopus citations

Abstract

The synthesis of 1-isopropyl-substituted carbazoles by the palladium-catalyzed dealkylative cyclization of N-(2-halophenyl)-2,6-diisopropylanilines is described. The reaction involves intramolecular C-C bond formation, coupled with the cleavage of a C-X bond and a C-C bond, and is proposed to proceed through the formation of a dearomatized intermediate.

Original language	English
Pages (from-to)	2241-2243
Number of pages	3
Journal	Tetrahedron Letters
Volume	51
Issue number	17
DOIs	https://doi.org/10.1016/j.tetlet.2010.02.098
State	Published - Apr 28 2010

Keywords

Carbazoles
Catalysis
Cyclization
Palladium

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10.1016/j.tetlet.2010.02.098

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title = "Palladium-catalyzed synthesis of carbazoles from N-(2-halophenyl)-2,6-diisopropylanilines via C-C cleavage",

abstract = "The synthesis of 1-isopropyl-substituted carbazoles by the palladium-catalyzed dealkylative cyclization of N-(2-halophenyl)-2,6-diisopropylanilines is described. The reaction involves intramolecular C-C bond formation, coupled with the cleavage of a C-X bond and a C-C bond, and is proposed to proceed through the formation of a dearomatized intermediate.",

keywords = "Carbazoles, Catalysis, Cyclization, Palladium",

author = "Chianese, \{Anthony R.\} and Rogers, \{Scott L.\} and Hanna Al-Gattas",

year = "2010",

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day = "28",

doi = "10.1016/j.tetlet.2010.02.098",

language = "English",

volume = "51",

pages = "2241--2243",

journal = "Tetrahedron Letters",

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TY - JOUR

T1 - Palladium-catalyzed synthesis of carbazoles from N-(2-halophenyl)-2,6-diisopropylanilines via C-C cleavage

AU - Chianese, Anthony R.

AU - Rogers, Scott L.

AU - Al-Gattas, Hanna

PY - 2010/4/28

Y1 - 2010/4/28

N2 - The synthesis of 1-isopropyl-substituted carbazoles by the palladium-catalyzed dealkylative cyclization of N-(2-halophenyl)-2,6-diisopropylanilines is described. The reaction involves intramolecular C-C bond formation, coupled with the cleavage of a C-X bond and a C-C bond, and is proposed to proceed through the formation of a dearomatized intermediate.

AB - The synthesis of 1-isopropyl-substituted carbazoles by the palladium-catalyzed dealkylative cyclization of N-(2-halophenyl)-2,6-diisopropylanilines is described. The reaction involves intramolecular C-C bond formation, coupled with the cleavage of a C-X bond and a C-C bond, and is proposed to proceed through the formation of a dearomatized intermediate.

KW - Carbazoles

KW - Catalysis

KW - Cyclization

KW - Palladium

UR - https://www.scopus.com/pages/publications/77949567178

U2 - 10.1016/j.tetlet.2010.02.098

DO - 10.1016/j.tetlet.2010.02.098

M3 - Article

AN - SCOPUS:77949567178

SN - 0040-4039

VL - 51

SP - 2241

EP - 2243

JO - Tetrahedron Letters

JF - Tetrahedron Letters

IS - 17

ER -

Palladium-catalyzed synthesis of carbazoles from N-(2-halophenyl)-2,6-diisopropylanilines via C-C cleavage

Abstract

Keywords

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