An acid-catalyzed 1,4-addition isocyanide-based multicomponent reaction in neat water

A green 1,4-addition isocyanide-based three-component reaction was developed to synthesize chromanones via a facile, mild, and efficient one-pot protocol without a metal catalyst. The 1,4-addition of isocyanides occurred at the C-2 position of chromones instead of the Schiff base in neat water. We f...

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Published inGreen chemistry : an international journal and green chemistry resource : GC Vol. 22; no. 12; pp. 3716 - 3720
Main Authors Lei, Jie, Li, Yong, Xu, Jia, Tang, Dian-Yong, Shao, Jing-Wei, Li, Hong-yu, Chen, Zhong-Zhu, Xu, Zhi-Gang
Format Journal Article
LanguageEnglish
Published CAMBRIDGE Royal Soc Chemistry 22.06.2020
Royal Society of Chemistry
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Abstract A green 1,4-addition isocyanide-based three-component reaction was developed to synthesize chromanones via a facile, mild, and efficient one-pot protocol without a metal catalyst. The 1,4-addition of isocyanides occurred at the C-2 position of chromones instead of the Schiff base in neat water. We found that the hydrogen bond can dictate the stereo-outcome of olefins, providing an effective method for the diastereomer-selective synthesis of this type of chromanone. The novel green synthetic protocol allowed the quick synthesis of complex chromanones in an environmentally friendly manner.
AbstractList A green 1,4-addition isocyanide-based three-component reaction was developed to synthesize chromanones via a facile, mild, and efficient one-pot protocol without a metal catalyst. The 1,4-addition of isocyanides occurred at the C-2 position of chromones instead of the Schiff base in neat water. We found that the hydrogen bond can dictate the stereo-outcome of olefins, providing an effective method for the diastereomer-selective synthesis of this type of chromanone. The novel green synthetic protocol allowed the quick synthesis of complex chromanones in an environmentally friendly manner.
A green 1,4-addition isocyanide-based three-component reaction was developed to synthesize chromanones via a facile, mild, and efficient one-pot protocol without a metal catalyst. The 1,4-addition of isocyanides occurred at the C-2 position of chromones instead of the Schiff base in neat water. We found that the hydrogen bond can dictate the stereo-outcome of olefins, providing an effective method for the diastereomer-selective synthesis of this type of chromanone. The novel green synthetic protocol allowed the quick synthesis of complex chromanones in an environmentally friendly manner.
A green 1,4-addition isocyanide-based three-component reaction was developed to synthesize chromanonesviaa facile, mild, and efficient one-pot protocol without a metal catalyst. The 1,4-addition of isocyanides occurred at the C-2 position of chromones instead of the Schiff base in neat water. We found that the hydrogen bond can dictate the stereo-outcome of olefins, providing an effective method for the diastereomer-selective synthesis of this type of chromanone. The novel green synthetic protocol allowed the quick synthesis of complex chromanones in an environmentally friendly manner.
Author Lei, Jie
Xu, Jia
Shao, Jing-Wei
Xu, Zhi-Gang
Li, Yong
Tang, Dian-Yong
Li, Hong-yu
Chen, Zhong-Zhu
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Snippet A green 1,4-addition isocyanide-based three-component reaction was developed to synthesize chromanones via a facile, mild, and efficient one-pot protocol...
A green 1,4-addition isocyanide-based three-component reaction was developed to synthesize chromanonesviaa facile, mild, and efficient one-pot protocol without...
A green 1,4-addition isocyanide-based three-component reaction was developed to synthesize chromanones via a facile, mild, and efficient one-pot protocol...
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SubjectTerms Alkenes
Catalysts
catalytic activity
Chemical synthesis
Chemistry
Chemistry, Multidisciplinary
Crystallography
Green & Sustainable Science & Technology
Green chemistry
hydrogen bonding
Hydrogen bonds
Imines
Physical Sciences
schiff bases
Science & Technology
Science & Technology - Other Topics
Title An acid-catalyzed 1,4-addition isocyanide-based multicomponent reaction in neat water
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Volume 22
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