Uncovering Multifaceted Iodonium Ylides: Versatile Reactivity Enables Cyclization of Simple Arylamines

Liang Zhang; Yao Wang

doi:10.1055/s-0037-1610550

Synlett, Inhaltsverzeichnis

Synlett 2018; 29(18): 2337-2341
DOI: 10.1055/s-0037-1610550

synpacts

Uncovering Multifaceted Iodonium Ylides: Versatile Reactivity Enables Cyclization of Simple Arylamines

Liang Zhang

School of Chemistry and Chemical Engineering & Key Laboratory of the Colloid and Interface Chemistry, Shandong University, 27 Shanda Nanlu, Jinan 250100, Shandong, P. R. of China eMail: yaowang@sdu.edu.cn

,

Yao Wang *

School of Chemistry and Chemical Engineering & Key Laboratory of the Colloid and Interface Chemistry, Shandong University, 27 Shanda Nanlu, Jinan 250100, Shandong, P. R. of China eMail: yaowang@sdu.edu.cn

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Abstract

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Abstract

Iodonium ylides can undergo cyclization with a simple tertiary arylamine to afford N-heterocyclic products in a transition-metal-free approach in the absence of an additional initiator/oxidant. The inherent reactivity uncovered in this transformation is fundamentally different from known chemical properties of iodonium ylide compounds, thus providing a new opportunity for the further exploration of iodonium ylide-based chemical transformations. This Synpacts article describes the historical background of iodonium ylide chemistry and highlights recent progress disclosed by our work.

1 Introduction

2 The Strategy for New Reaction Discovery

3 Application to Cyclization of Tertiary Arylamines

4 Conclusion and Perspectives

Key words

iodonium ylide - tertiary arylamine - cyclization - N-heterocycle - electron transfer

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Referenzen

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