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Literature DB >> 24706531

C-H bond functionalization through intramolecular hydride transfer.

Abstract

Known for over a century, reactions that involve intramolecular hydride-transfer events have experienced a recent resurgence. Undoubtedly responsible for the increased interest in this research area is the realization that hydride shifts represent an attractive avenue for C-H bond functionalization. The redox-neutral nature of these complexity-enhancing transformations makes them ideal for sustainable reaction development. This Review summarizes recent progress in this field while highlighting key historical contributions.

Entities: Chemical

Keywords: CH functionalization; asymmetric catalysis; cascade reactions; hydride transfer; redox-neutral reactions

Year: 2014 PMID： 24706531 DOI： 10.1002/anie.201306489

Source DB: PubMed Journal: Angew Chem Int Ed Engl ISSN： 1433-7851 Impact factor: 15.336

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Cited

49 in total

1. Redox-Annulations of Cyclic Amines with ortho-Cyanomethylbenzaldehydes.

Authors: Anirudra Paul; Hemant S Chandak; Longle Ma; Daniel Seidel
Journal: Org Lett Date: 2020-01-27 Impact factor: 6.005

2. C─C Cleavage Approach to C─H Functionalization of Saturated Aza-Cycles.

Authors: Jose B Roque; Yusuke Kuroda; Justin Jurczyk; Li-Ping Xu; Jin Su Ham; Lucas T Göttemann; Charis A Roberts; Donovon Adpressa; Josep Saurí; Leo A Joyce; Djamaladdin G Musaev; Charles S Yeung; Richmond Sarpong
Journal: ACS Catal Date: 2020-01-16 Impact factor: 13.084

C-H bond functionalization through intramolecular hydride transfer.

1. Redox-Annulations of Cyclic Amines with ortho-Cyanomethylbenzaldehydes.

2. C─C Cleavage Approach to C─H Functionalization of Saturated Aza-Cycles.

3. α-Functionalization of Cyclic Secondary Amines: Lewis Acid Promoted Addition of Organometallics to Transient Imines.

4. Redox-Annulations of Cyclic Amines with Electron-Deficient o-Tolualdehydes.

5. An Ugi Reaction Incorporating a Redox-Neutral Amine C-H Functionalization Step.

6. B(C₆F₅)₃-Catalyzed C-H Alkylation of N-Alkylamines Using Silicon Enolates without External Oxidant.

7. C-H functionalization of cyclic amines: redox-annulations with α,β-unsaturated carbonyl compounds.

8. Direct α-C-H bond functionalization of unprotected cyclic amines.

9. Intramolecular Redox-Mannich Reactions: Facile Access to the Tetrahydroprotoberberine Core.

10. Redox-Annulations of Cyclic Amines with 2-(2-Oxoethyl)malonates.