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  4. A Novel Synthesis of Biaryl-Containing Macrocycles by a Domino Miyaura Arylboronate Formation: Intramolecular Suzuki Reaction
 
research article

A Novel Synthesis of Biaryl-Containing Macrocycles by a Domino Miyaura Arylboronate Formation: Intramolecular Suzuki Reaction

Carbonnelle, Anny-Claude
•
Zhu, Jieping  
2000
Organic Letters

A novel macrocyclization procedure is developed on the basis of a domino process. Thus, treatment of linear diiodide I under defined conditions gave a 15-membered m,m-cyclophane via aryl-aryl bond formation. Two distinct cross-coupling manifolds, Miyaura's arylboronic ester synthesis and intramol. Suzuki reaction, proceed in an ordered fashion. Concn. is an important factor for the success of this process. [on SciFinder (R)]

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Type
research article
DOI
10.1021/ol006520g
Author(s)
Carbonnelle, Anny-Claude
Zhu, Jieping  
Date Issued

2000

Published in
Organic Letters
Volume

2

Issue

22

Start page

3477

End page

3480

Subjects

Suzuki coupling reaction (prepn. of biaryl-contg. macrocycles by a domino Miyaura arylboronate formation:intramol. Suzuki reaction)

•

biphenomycin A model prepn; arylboronic ester prepn intramol Suzuki reaction

Note

CAN 134:29690

34-3

Amino Acids, Peptides, and Proteins

Institut de Chimie des Substances Naturelles,CNRS,Gif-sur-Yvette,Fr.

Journal

written in English.

13139-15-6; 113850-71-8; 312493-94-0; 312493-98-4 Role: RCT (Reactant), RACT (Reactant or reagent) (prepn. of biaryl-contg. macrocycles by a domino Miyaura arylboronate formation:intramol. Suzuki reaction); 312493-95-1P; 312493-96-2P Role: RCT (Reactant), SPN (Synthetic preparation), PREP (Preparation), RACT (Reactant or reagent) (prepn. of biaryl-contg. macrocycles by a domino Miyaura arylboronate formation:intramol. Suzuki reaction); 312493-97-3P; 312493-99-5P Role: SPN (Synthetic preparation), PREP (Preparation) (prepn. of biaryl-contg. macrocycles by a domino Miyaura arylboronate formation:intramol. Suzuki reaction)

Editorial or Peer reviewed

REVIEWED

Written at

OTHER

EPFL units
LSPN  
Available on Infoscience
November 25, 2010
Use this identifier to reference this record
https://infoscience.epfl.ch/handle/20.500.14299/58519
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