Recent Advances of 1,3,5-Triazinanes in Aminomethylation and Cycloaddition Reactions

Dong Liang; Wen-Jing Xiao; Jia-Rong Chen

doi:10.1055/s-0040-1707160

Synthesis, Table of Contents

Synthesis 2020; 52(17): 2469-2482
DOI: 10.1055/s-0040-1707160

short review

Recent Advances of 1,3,5-Triazinanes in Aminomethylation and Cycloaddition Reactions

Dong Liang

,

Wen-Jing Xiao

,

Jia-Rong Chen ∗

Abstract

All articles of this category

Abstract

1,3,5-Trisubstituted 1,3,5-triazinanes (hexahydro-1,3,5-triazines), as stable and readily available surrogates for formaldimines, have found extensive applications for the construction of various nitrogen-containing compounds. The formaldimines, formed in situ from this reagent class, can participate in various aminomethylation and cycloaddition reactions. This short review presents recent advances in this field with emphasis on the conceptual ideas behind the developed methodologies and the reaction mechanisms.

1 Introduction

2 Aminomethylations with 1,3,5-Triazinanes

3 Cycloadditions with 1,3,5-Triazinanes

3.1 Use of 1,3,5-Triazinanes as Two-Atom Synthons

3.2 Use of 1,3,5-Triazinanes as Three-Atom Synthons

3.3 Use of 1,3,5-Triazinanes as Four-Atom Synthons

3.4 Use of 1,3,5-Triazinanes as Six-Atom Synthons

4 Conclusions

Key words

hexahydro-1,3,5-triazines - 1,3,5-triazinanes - formaldimines - aminomethylations - cycloadditions - nitrogen-containing compounds

Full Text

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