Convenient Access to Primary Amines by Employing the Barbier-Type Reaction of N-(Trimethylsilyl)imines Derived from Aromatic and Aliphatic Aldehydes

Ferenc Gyenes; Kathryn E. Bergmann; John T. Welch

doi:10.1021/jo971061r

Convenient Access to Primary Amines by Employing the Barbier-Type Reaction of N-(Trimethylsilyl)imines Derived from Aromatic and Aliphatic Aldehydes

Ferenc Gyenes
, Kathryn E. Bergmann
, John T. Welch

Chemistry

University at Albany

SUNY Albany

Research output: Contribution to journal › Article › peer-review

28 Scopus citations

Abstract

A new versatile preparation of primary amines via benzylation of aromatic and aliphatic aldimines is described. Sonochemical and traditional methods for generation of the reactive intermediates are compared and contrasted. Competitive reactions were analyzed via free energy relationships to support the proposed alkylative mechanism.

Original language	English
Pages (from-to)	2824-2828
Number of pages	5
Journal	Journal of Organic Chemistry
Volume	63
Issue number	9
DOIs	https://doi.org/10.1021/jo971061r
State	Published - May 1 1998

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@article{cb188e7e9bc9461182244997cee22c0e,

title = "Convenient Access to Primary Amines by Employing the Barbier-Type Reaction of N-(Trimethylsilyl)imines Derived from Aromatic and Aliphatic Aldehydes",

abstract = "A new versatile preparation of primary amines via benzylation of aromatic and aliphatic aldimines is described. Sonochemical and traditional methods for generation of the reactive intermediates are compared and contrasted. Competitive reactions were analyzed via free energy relationships to support the proposed alkylative mechanism.",

author = "Ferenc Gyenes and Bergmann, \{Kathryn E.\} and Welch, \{John T.\}",

year = "1998",

month = may,

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doi = "10.1021/jo971061r",

language = "English",

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journal = "Journal of Organic Chemistry",

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T1 - Convenient Access to Primary Amines by Employing the Barbier-Type Reaction of N-(Trimethylsilyl)imines Derived from Aromatic and Aliphatic Aldehydes

AU - Gyenes, Ferenc

AU - Bergmann, Kathryn E.

AU - Welch, John T.

PY - 1998/5/1

Y1 - 1998/5/1

N2 - A new versatile preparation of primary amines via benzylation of aromatic and aliphatic aldimines is described. Sonochemical and traditional methods for generation of the reactive intermediates are compared and contrasted. Competitive reactions were analyzed via free energy relationships to support the proposed alkylative mechanism.

AB - A new versatile preparation of primary amines via benzylation of aromatic and aliphatic aldimines is described. Sonochemical and traditional methods for generation of the reactive intermediates are compared and contrasted. Competitive reactions were analyzed via free energy relationships to support the proposed alkylative mechanism.

UR - https://www.scopus.com/pages/publications/0001121041

U2 - 10.1021/jo971061r

DO - 10.1021/jo971061r

M3 - Article

SN - 0022-3263

VL - 63

SP - 2824

EP - 2828

JO - Journal of Organic Chemistry

JF - Journal of Organic Chemistry

IS - 9

ER -

Convenient Access to Primary Amines by Employing the Barbier-Type Reaction of N-(Trimethylsilyl)imines Derived from Aromatic and Aliphatic Aldehydes

Abstract

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