Literature DB >> 31984752

Redox-Annulations of Cyclic Amines with ortho-Cyanomethylbenzaldehydes.

Anirudra Paul1,2, Hemant S Chandak2, Longle Ma2, Daniel Seidel1,2.   

Abstract

Amines such as 1,2,3,4-tetrahydroisoquinoline undergo redox-neutral annulations with ortho-cyanomethylbenzaldehydes. These amine α-C-H bond functionalization reactions are promoted by acetic acid. The resulting β-aminonitriles can be converted to the corresponding β-aminoalcohols in diastereoselective fashion.

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Year:  2020        PMID： 31984752      PMCID： PMC7104785          DOI： 10.1021/acs.orglett.9b04506

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


  64 in total

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4.  Palladium-Catalyzed Enantioselective C-H Activation of Aliphatic Amines Using Chiral Anionic BINOL-Phosphoric Acid Ligands.

Authors:  Adam P Smalley; James D Cuthbertson; Matthew J Gaunt
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5.  Facile Access to Ring-Fused Aminals via Direct α-Amination of Secondary Amines with ortho-Aminobenzaldehydes. Synthesis of Vasicine, Deoxyvasicine, Deoxyvasicinone, Mackinazolinone and Ruteacarpine.

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9.  Synthesis of Polycyclic Imidazolidinones via Amine Redox-Annulation.

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10.  Intramolecular hydride transfer onto arynes: redox-neutral and transition metal-free C(sp3)-H functionalization of amines.

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  5 in total

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Journal:  Synthesis (Stuttg)       Date:  2021-09-02       Impact factor: 3.157

2.  α-C-H/N-H Annulation of Alicyclic Amines via Transient Imines: Preparation of Polycyclic Lactams.

Authors:  Weijie Chen; Daniel Seidel
Journal:  Org Lett       Date:  2021-04-21       Impact factor: 6.005

3.  α-C-H Bond Functionalization of Unprotected Alicyclic Amines: Lewis-Acid-Promoted Addition of Enolates to Transient Imines.

Authors:  Jae Hyun Kim; Anirudra Paul; Ion Ghiviriga; Daniel Seidel
Journal:  Org Lett       Date:  2021-01-19       Impact factor: 6.005

4.  Synthesis of Polycyclic Isoindolines via α-C-H/N-H Annulation of Alicyclic Amines.

Authors:  Anirudra Paul; Camille Vasseur; Scott D Daniel; Daniel Seidel
Journal:  Org Lett       Date:  2022-01-31       Impact factor: 6.072

5.  Traceless Redox-Annulations of Alicyclic Amines.

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  5 in total

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