Thieme Chemistry Journals Awardees - Where Are They Now? A Cascade Synthesis of 1,2,4-Triazin-3(2H)-ones Using Nitrogen-Substituted Isocyanates

被引：7

作者：

Dahab, Mohammed A. ^{[1
]}

Derasp, Joshua S. ^{[2
]}

Beauchemin, Andre M. ^{[2
]}

机构：

[1] Al Azhar Univ, Fac Pharm, Dept Pharmaceut Chem, Cairo 11884, Egypt

[2] Univ Ottawa, Dept Chem & Biomol Sci, Ctr Catalysis Res & Innovat, 10 Marie Curie, Ottawa, ON K1N 6N5, Canada

来源：

SYNLETT | 2017年 / 28卷 / 04期

基金：

加拿大自然科学与工程研究理事会;

关键词：

N-isocyanates; cascade reaction; 1,2,4-triazin-3(2H)-one; alpha-amine ketone; N-ISOCYANATES; AZOMETHINE IMINES; CYCLOADDITION REACTIONS; GRIGNARD-REAGENTS; DERIVATIVES; REACTIVITY; AMINO; ISOTHIOCYANATES; DIVERSITY; BEHAVIOR;

D O I：

10.1055/s-0036-1588099

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A cascade synthesis of 1,2,4-triazin-3(2H)-ones is reported from readily accessible alpha-amino ketones and phenyl carbazate as a masked N-isocyanate precursor. The mild protocol provides a simple route to products with substitution patterns which are difficult to form directly. This also presents the first N-isocyanate cascade requiring the use of acidic conditions, which accelerates formation of the hydrazone intermediate and the cyclization step. This cascade further highlights that high control can be achieved in reactions forming highly reactive N-isocyanate intermediates.

引用

页码：456 / 460

页数：5

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