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Literature DB >> 19785390

Heteroaromatic sulfonates and phosphates as electrophiles in iron-catalyzed cross-couplings.

Thomas M Gøgsig¹, Anders T Lindhardt, Troels Skrydstrup.

Abstract

Employment of heteroaromatic tosylates and phosphates as suitable electrophiles in iron-catalyzed cross-coupling reactions with alkyl Grignard reagents is reported. These reactions are performed at low temperature allowing good functional group tolerance and full conversion is achieved within minutes. In addition, an aryl-aryl cross-coupling utilizing a heteroaryl sulfamate electrophile is reported.

Entities: Chemical

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Year: 2009 PMID： 19785390 DOI： 10.1021/ol901975u

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

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Cited

6 in total

Review 1. Advances in transition metal (Pd, Ni, Fe)-catalyzed cross-coupling reactions using alkyl-organometallics as reaction partners.

Authors: Ranjan Jana; Tejas P Pathak; Matthew S Sigman
Journal: Chem Rev Date: 2011-02-14 Impact factor: 60.622

Heteroaromatic sulfonates and phosphates as electrophiles in iron-catalyzed cross-couplings.

Review 1. Advances in transition metal (Pd, Ni, Fe)-catalyzed cross-coupling reactions using alkyl-organometallics as reaction partners.

2. Activation of C-O and C-N Bonds Using Non-Precious-Metal Catalysis.

3. Iron-catalyzed alkylations of aryl sulfamates and carbamates.

4. Synthesis of enol phosphates directly from ketones via a modified one-pot Perkow reaction.

5. Regioselective synthesis of pyridines by redox alkylation of pyridine N-oxides with malonates.

6. Isothiourea-mediated one-pot synthesis of functionalized pyridines.