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Literature DB >> 12240317

New and easy route to primary cyclopropylamines from nitriles.

Abstract

Starting from readily available substrates, we have developed a new synthesis of primary cyclopropylamines. The reaction involves a cooperative Ti(II)- and Lewis acid-mediated coupling of alkanenitriles with Grignard reagents.

Entities: Chemical

Year: 2001 PMID： 12240317 DOI： 10.1039/b105293b

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

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Cited

6 in total

1. Exploiting Imine Photochemistry for Masked N-Centered Radical Reactivity.

Authors: Daryl Staveness; James L Collins; Rory C McAtee; Corey R J Stephenson
Journal: Angew Chem Int Ed Engl Date: 2019-11-08 Impact factor: 15.336

2. Utilization of Metabolite Identification and Structural Data to Guide Design of Low-Dose IDO1 Inhibitors.

Authors: Brett Hopkins; Hongjun Zhang; Indu Bharathan; Derun Li; Qinglin Pu; Hua Zhou; Theodore A Martinot; Xavier Fradera; Alfred Lammens; Charles A Lesburg; Ryan D Cohen; Jeanine Ballard; Ian Knemeyer; Karin Otte; Stella Vincent; J Richard Miller; Nicolas Solban; Mangeng Cheng; Prasanthi Geda; Nadya Smotrov; Xuelei Song; David Jonathan Bennett; Yongxin Han
Journal: ACS Med Chem Lett Date: 2021-08-18 Impact factor: 4.632

New and easy route to primary cyclopropylamines from nitriles.

1. Exploiting Imine Photochemistry for Masked N-Centered Radical Reactivity.

2. Utilization of Metabolite Identification and Structural Data to Guide Design of Low-Dose IDO1 Inhibitors.

3. Olefin Exchange-Mediated Cyclopropanation of Nitriles with Homoallylic Alcohols.

4. Stereochemistry of the Kulinkovich cyclopropanation of nitriles.

5. Scalable synthesis of (1-cyclopropyl)cyclopropylamine hydrochloride.

6. A rapid route to aminocyclopropanes via carbamatoorganozinc carbenoids.