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Sequentially Palladium-Catalyzed Processes

  • Thomas J. J. MüllerEmail author
Chapter
Part of the Topics in Organometallic Chemistry book series (TOPORGAN, volume 19)

Abstract

Sequentially palladium-catalyzed reactions consist of combinations of identical, related, or significantly different palladium-catalyzed processes that occur in a sequential or consecutive fashion in the same reaction vessel without addition of further amounts of catalyst to the reaction media. This novel type of cascade reaction can be elaborated into both domino and multicomponent processes and represents a significant contribution to the highly topical field of diversity-oriented synthesis.

Allylic substitution CH activation Cross-coupling Cycloisomerization Domino reactions Metallation Multicomponent reactions Palladium catalysis 

Abbreviations

Ac

Acetyl

AcO

Acetyloxy

Ar

Aryl

BINAP

2,2′-Bis(diphenyl)phosphano)-1,1′-binaphthyl

Boc

tert-Butyloxycarbonyl

Bn

Benzyl

Bu

Butyl

cat

Catalyst

Cbz

Carbonyloxybenzyl

dba

Dibenzylideneacetone

DMA

N,N-Dimethylacetamide

DMF

N,N-Dimethylformamide

DME

1,2-Dimethoxyethane

dppe

1,2-Bis(diphenylphosphanyl)ethane

dppf

1,1′-Bis(diphenylphosphano)ferrocene

dppm

Bis(diphenylphosphanyl)methane

EWG

Electron-withdrawing group

Et

Ethyl

Hal

Halogen

L

Ligand

Me

Methyl

NMP

N-Methylpyrrolidone

Nu

Nucleophile

Oct

Octyl

Ph

Phenyl

Pr

Propyl

PTSA

p-Toluenesulfonic acid

R

Organic substituent

TBAB

Tetra-n-butylammonium bromide

TBAF

Tetra-n-butylammonium fluoride

THF

Tetrahydrofuran

THP

Tetrahydropyranyl

TBDMS

tert-Butyldimethylsilyl

Tol

Tolyl

Ts

p-Tolylsulfonyl

TMS

Trimethylsilyl

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Authors and Affiliations

  1. 1.Organisch-Chemisches Institut der Ruprecht-Karls-Universität HeidelbergHeidelbergGermany

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