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Literature DB >> 11772106

Regioselective rhodium-catalyzed addition of arylboronic acids to alkynes with a pyridine-substituted water-soluble ligand.

Abstract

[reaction: see text] Alkynyl heteroaromatic compounds reacted with arylboronic acids to give addition products in the presence of [Rh(COD)Cl](2) and pyridine-substituted water-soluble ligand. The reactions proceed to give trisubstituted alkenes with high regioselectivity.

Entities: Chemical

Year: 2002 PMID： 11772106 DOI： 10.1021/ol010261t

Source DB: PubMed Journal: Org Lett ISSN： 1523-7052 Impact factor: 6.005

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Cited

6 in total

1. Ruthenium catalyzed hydrohydroxyalkylation of isoprene with heteroaromatic secondary alcohols: isolation and reversible formation of the putative metallacycle intermediate.

Authors: Boyoung Y Park; T Patrick Montgomery; Victoria J Garza; Michael J Krische
Journal: J Am Chem Soc Date: 2013-10-24 Impact factor: 15.419

2. A homogeneous, recyclable polymer support for Rh(I)-catalyzed C-C bond formation.

Authors: Ranjan Jana; Jon A Tunge
Journal: J Org Chem Date: 2011-09-23 Impact factor: 4.354

3. Branch-selective reductive coupling of 2-vinyl pyridines and imines via rhodium catalyzed C-C bond forming hydrogenation.

Authors: Venukrishnan Komanduri; Christopher D Grant; Michael J Krische
Journal: J Am Chem Soc Date: 2008-08-29 Impact factor: 15.419

Regioselective rhodium-catalyzed addition of arylboronic acids to alkynes with a pyridine-substituted water-soluble ligand.

1. Ruthenium catalyzed hydrohydroxyalkylation of isoprene with heteroaromatic secondary alcohols: isolation and reversible formation of the putative metallacycle intermediate.

2. A homogeneous, recyclable polymer support for Rh(I)-catalyzed C-C bond formation.

3. Branch-selective reductive coupling of 2-vinyl pyridines and imines via rhodium catalyzed C-C bond forming hydrogenation.

Review 4. Transition metal catalyzed [6 + 2] cycloadditions.

5. Selective synthesis of unsymmetric dibenzo[a,e]pentalenes by a rhodium-catalysed stitching reaction.

6. Hydroxy group-enabled highly regio- and stereo-selective hydrocarboxylation of alkynes.