2020•Chemistry - An Asian JournalRequires access

Synthesis of Sulfamate‐Fused 2‐Aminopyrroles via an Isocyanide‐Based Three Component [1+2+2] Annulation

Chuan‐Chuan Wang, Zhiwei Ma, Ya‐Li Qu, Zhi‐Jing Liu, Xiao‐Pei Chen, Jing Zhou, Yajing Chen

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Abstract

An efficient preparation of sulfamate-fused 2-aminopyrroles was achieved through an isocyanide-based three-component [1+2+2] annulation of isocyanides, dialkyl acetylenedicarboxylates, and sulfamate-derived cyclic imines in good to excellent yields (up to 99 %). This reaction proceeds smoothly without any activation or modification of substances under neutral and metal-free conditions. The reaction could also be conveniently performed on a gram scale.

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What this paper is about

An efficient preparation of sulfamate-fused 2-aminopyrroles was achieved through an isocyanide-based three-component [1+2+2] annulation of isocyanides, dialkyl acetylenedicarboxylates, and sulfamate-derived cyclic imines in good to excellent yields (up to 99 %). This reaction proceeds smoothly without any activation or modification of substances under neutral and metal-free conditions. The reaction could also be conveniently performed on a gram scale.

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Available abstract

An efficient preparation of sulfamate-fused 2-aminopyrroles was achieved through an isocyanide-based three-component [1+2+2] annulation of isocyanides, dialkyl acetylenedicarboxylates, and sulfamate-derived cyclic imines in good to excellent yields (up to 99 %). This reaction proceeds smoothly without any activation or modification of substances under neutral and metal-free conditions. The reaction could also be conveniently performed on a gram scale.

Key concepts: Annulation, Isocyanide, Chemistry, Combinatorial chemistry, Component (thermodynamics), Organic chemistry, Catalysis, Thermodynamics

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Synthesis of Sulfamate‐Fused 2‐Aminopyrroles via an Isocyanide‐Based Three Component [1+2+2] Annulation — Research Paper | ScholarLens