New Trimethylaluminum-Induced Mannich-Type Reaction of Hydrazones

Laurent El Kaim; Laurence Grimaud; Yannick Perroux; Cornelia Tirla

doi:10.1021/jo0352272

New Trimethylaluminum-Induced Mannich-Type Reaction of Hydrazones

Laurent El Kaim
, Laurence Grimaud
, Yannick Perroux
, Cornelia Tirla

Unité Chimie et Procédés

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

12 Citations (Scopus)

Abstract

Trimethylaluminum addition to N-monoalkyl or N-monoaryl hydrazones followed by aldehyde addition leads to the formation of N-alkylated hydrazones in a new formal Mannich-type process. Addition compounds were also obtained in moderate yields with ketones. The mechanism as well as possible intermediates involved in the reaction are discussed.

Original language	English
Pages (from-to)	8733-8735
Number of pages	3
Journal	Journal of Organic Chemistry
Volume	68
Issue number	22
DOIs	https://doi.org/10.1021/jo0352272
Publication status	Published - 31 Oct 2003
Externally published	Yes

Access to Document

10.1021/jo0352272

Cite this

@article{e65db799e90b4ff098dc593ecbaa7b04,

title = "New Trimethylaluminum-Induced Mannich-Type Reaction of Hydrazones",

abstract = "Trimethylaluminum addition to N-monoalkyl or N-monoaryl hydrazones followed by aldehyde addition leads to the formation of N-alkylated hydrazones in a new formal Mannich-type process. Addition compounds were also obtained in moderate yields with ketones. The mechanism as well as possible intermediates involved in the reaction are discussed.",

author = "\{El Kaim\}, Laurent and Laurence Grimaud and Yannick Perroux and Cornelia Tirla",

year = "2003",

month = oct,

day = "31",

doi = "10.1021/jo0352272",

language = "English",

volume = "68",

pages = "8733--8735",

journal = "Journal of Organic Chemistry",

issn = "0022-3263",

publisher = "American Chemical Society",

number = "22",

}

TY - JOUR

T1 - New Trimethylaluminum-Induced Mannich-Type Reaction of Hydrazones

AU - El Kaim, Laurent

AU - Grimaud, Laurence

AU - Perroux, Yannick

AU - Tirla, Cornelia

PY - 2003/10/31

Y1 - 2003/10/31

N2 - Trimethylaluminum addition to N-monoalkyl or N-monoaryl hydrazones followed by aldehyde addition leads to the formation of N-alkylated hydrazones in a new formal Mannich-type process. Addition compounds were also obtained in moderate yields with ketones. The mechanism as well as possible intermediates involved in the reaction are discussed.

AB - Trimethylaluminum addition to N-monoalkyl or N-monoaryl hydrazones followed by aldehyde addition leads to the formation of N-alkylated hydrazones in a new formal Mannich-type process. Addition compounds were also obtained in moderate yields with ketones. The mechanism as well as possible intermediates involved in the reaction are discussed.

U2 - 10.1021/jo0352272

DO - 10.1021/jo0352272

M3 - Article

AN - SCOPUS:0142227931

SN - 0022-3263

VL - 68

SP - 8733

EP - 8735

JO - Journal of Organic Chemistry

JF - Journal of Organic Chemistry

IS - 22

ER -

New Trimethylaluminum-Induced Mannich-Type Reaction of Hydrazones

Abstract

Access to Document

Fingerprint

Cite this