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Literature DB >> 29192777

Iron-Catalyzed 1,2-Selective Hydroboration of N-Heteroarenes.

Fanjun Zhang¹, Heng Song¹, Xuewen Zhuang¹, Chen-Ho Tung¹, Wenguang Wang¹.

Abstract

A N2-bridged diiron complex [Cp*(Ph2PC6H4S)Fe]2(μ-N2) (1) has been found to catalyze the hydroboration of N-heteroarenes with pinacolborane, giving N-borylated 1,2-reduced products with high regioselectivity. The catalysis is initiated by coordination of N-heteroarenes to the iron center, while the B-H bond cleavage is the rate-determining step.

Entities: Chemical

Year: 2017 PMID： 29192777 DOI： 10.1021/jacs.7b11416

Source DB: PubMed Journal: J Am Chem Soc ISSN： 0002-7863 Impact factor: 15.419

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Cited

11 in total

Review 1. Activation of Dinitrogen by Polynuclear Metal Complexes.

Authors: Devender Singh; William R Buratto; Juan F Torres; Leslie J Murray
Journal: Chem Rev Date: 2020-05-04 Impact factor: 60.622

2. Evidence for Simultaneous Dearomatization of Two Aromatic Rings under Mild Conditions in Cu(I)-Catalyzed Direct Asymmetric Dearomatization of Pyridine.

Authors: Michael W Gribble; Richard Y Liu; Stephen L Buchwald
Journal: J Am Chem Soc Date: 2020-06-11 Impact factor: 15.419

Review 3. s-Block Metal Catalysts for the Hydroboration of Unsaturated Bonds.

Authors: Marc Magre; Marcin Szewczyk; Magnus Rueping
Journal: Chem Rev Date: 2022-03-07 Impact factor: 72.087

4. Asymmetric Cu-Catalyzed 1,4-Dearomatization of Pyridines and Pyridazines without Preactivation of the Heterocycle or Nucleophile.

Authors: Michael W Gribble; Sheng Guo; Stephen L Buchwald
Journal: J Am Chem Soc Date: 2018-04-06 Impact factor: 15.419

Iron-Catalyzed 1,2-Selective Hydroboration of N-Heteroarenes.

Review 1. Activation of Dinitrogen by Polynuclear Metal Complexes.

2. Evidence for Simultaneous Dearomatization of Two Aromatic Rings under Mild Conditions in Cu(I)-Catalyzed Direct Asymmetric Dearomatization of Pyridine.

Review 3. s-Block Metal Catalysts for the Hydroboration of Unsaturated Bonds.

4. Asymmetric Cu-Catalyzed 1,4-Dearomatization of Pyridines and Pyridazines without Preactivation of the Heterocycle or Nucleophile.

Review 5. Emergence and Applications of Base Metals (Fe, Co, and Ni) in Hydroboration and Hydrosilylation.

6. Palladium-catalyzed hydroboration reaction of unactivated alkynes with bis (pinacolato) diboron in water.

7. An umpolung approach to the hydroboration of pyridines: a novel and efficient synthesis of N-H 1,4-dihydropyridines.

8. Synthesis of cyclic chiral α-amino boronates by copper-catalyzed asymmetric dearomative borylation of indoles.

9. A Simple Iron-Catalyst for Alkenylation of Ketones Using Primary Alcohols.

10. Controlled partial transfer hydrogenation of quinolines by cobalt-amido cooperative catalysis.