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Literature DB >> 20972489

Facile, solvent and ligand free iron catalyzed direct functionalization of N-protected tetrahydroisoquinolines and isochroman.

Michael Ghobrial¹, Karin Harhammer, Marko D Mihovilovic, Michael Schnürch.

Abstract

An efficient method for an iron catalyzed oxidative indolation and methoxyphenylation of N-protected tetrahydroisoquinolines and isochroman is described including subsequent facile deprotection.

Entities: Chemical

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Year: 2010 PMID： 20972489 DOI： 10.1039/c0cc02491k

Source DB: PubMed Journal: Chem Commun (Camb) ISSN： 1359-7345 Impact factor: 6.222

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Cited

13 in total

1. A facile, metal- and solvent-free, autoxidative coupling of quinolines with indoles and pyrroles.

Authors: Mikaël Brasse; Jonathan A Ellman; Robert G Bergman
Journal: Chem Commun (Camb) Date: 2011-03-29 Impact factor: 6.222

2. Redox-neutral α-arylation of amines.

Authors: Weijie Chen; Richard G Wilde; Daniel Seidel
Journal: Org Lett Date: 2013-12-13 Impact factor: 6.005

3. Mechanistic investigations and substrate scope evaluation of ruthenium-catalyzed direct sp3 arylation of benzylic positions directed by 3-substituted pyridines.

Authors: Navid Dastbaravardeh; Karl Kirchner; Michael Schnürch; Marko D Mihovilovic
Journal: J Org Chem Date: 2013-01-03 Impact factor: 4.354

4. Direct functionalization of (un)protected tetrahydroisoquinoline and isochroman under iron and copper catalysis: two metals, two mechanisms.

Authors: Michael Ghobrial; Michael Schnürch; Marko D Mihovilovic
Journal: J Org Chem Date: 2011-10-05 Impact factor: 4.354

10. Cross-dehydrogenative coupling and oxidative-amination reactions of ethers and alcohols with aromatics and heteroaromatics.

Authors: Mahesh K Lakshman; Prasanna K Vuram
Journal: Chem Sci Date: 2017-06-30 Impact factor: 9.825

Facile, solvent and ligand free iron catalyzed direct functionalization of N-protected tetrahydroisoquinolines and isochroman.

1. A facile, metal- and solvent-free, autoxidative coupling of quinolines with indoles and pyrroles.

2. Redox-neutral α-arylation of amines.

3. Mechanistic investigations and substrate scope evaluation of ruthenium-catalyzed direct sp3 arylation of benzylic positions directed by 3-substituted pyridines.

4. Direct functionalization of (un)protected tetrahydroisoquinoline and isochroman under iron and copper catalysis: two metals, two mechanisms.

5. First selective direct mono-arylation of piperidines using ruthenium-catalyzed C-H activation.

6. Dual C-H functionalization of N-aryl amines: synthesis of polycyclic amines via an oxidative Povarov approach.

7. Chemoselective Palladium-Catalyzed Deprotonative Arylation/[1,2]-Wittig Rearrangement of Pyridylmethyl Ethers.

8. Aryl Bromides and Aryl Chlorides for the Direct Arylation of Benzylic Amines Mediated by Ruthenium(II).

9. Exploration of C-H and N-H-bond functionalization towards 1-(1,2-diarylindol-3-yl)tetrahydroisoquinolines.

10. Cross-dehydrogenative coupling and oxidative-amination reactions of ethers and alcohols with aromatics and heteroaromatics.