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Metal Catalyzed Cascade Reactions pp 149–205Cite as

Sequentially Palladium-Catalyzed Processes

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Part of the book series: Topics in Organometallic Chemistry ((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.

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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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  1. Organisch-Chemisches Institut der Ruprecht-Karls-Universität Heidelberg, Im Neuenheimer Feld 270, 69120, Heidelberg, Germany

    Thomas J. J. Müller

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Müller, T.J.J. Sequentially Palladium-Catalyzed Processes. In: Müller, T.J.J. (eds) Metal Catalyzed Cascade Reactions. Topics in Organometallic Chemistry, vol 19. Springer, Berlin, Heidelberg. https://doi.org/10.1007/3418_012

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