Recent Advances in the Cycloaddition Reactions of 2‐Benzylidene‐1‐benzofuran‐3‐ones, and Their Sulfur, Nitrogen and Methylene Analogues

Benzothiophene, benzofuran, indole, and indene derivatives are privileged heterocyclic motifs. These are present in a wide range of bioactive natural products and pharmaceutical drugs and are the subject of materials science research. However, the construction of benzothiophene, benzofuran, indole,...

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Published inChemistry, an Asian journal Vol. 15; no. 18; pp. 2838 - 2853
Main Authors Deng, Qingsong, Meng, Xiangtai
Format Journal Article
LanguageEnglish
Published Weinheim Wiley Subscription Services, Inc 15.09.2020
Subjects
2-benzylidene-1-benzofuran-3-one
2-benzylidene-1-benzothiophen-3-one
Benzothiophene
Chemistry
Chemists
Cycloaddition
cycloaddition reaction
Derivatives
heterocycle compounds
Indene
Materials science
Natural products
Ring opening
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Abstract Benzothiophene, benzofuran, indole, and indene derivatives are privileged heterocyclic motifs. These are present in a wide range of bioactive natural products and pharmaceutical drugs and are the subject of materials science research. However, the construction of benzothiophene, benzofuran, indole, and indene frameworks have been long‐standing challenges to organic chemists. In this review, we classify the derivatives of four structures synthesized from 2‐benzylidene‐1‐benzofuran‐3‐one and their analogues in terms of their ring size (from three‐ to ten‐membered) and type (fused or spiro), as well as summarizing the developments of this field. Finally, we discuss the ring opening and 1,4‐addition reactions. 2‐Benzylidene‐1‐benzothiophen‐3‐ones and their analogues are versatile reagents for cycloaddition reactions. Benzothiophene, benzofuran, indole, and indene derivatives are obtained after the cycloaddition. This minireview summarizes the recent advances in this area.
AbstractList Benzothiophene, benzofuran, indole, and indene derivatives are privileged heterocyclic motifs. These are present in a wide range of bioactive natural products and pharmaceutical drugs and are the subject of materials science research. However, the construction of benzothiophene, benzofuran, indole, and indene frameworks have been long‐standing challenges to organic chemists. In this review, we classify the derivatives of four structures synthesized from 2‐benzylidene‐1‐benzofuran‐3‐one and their analogues in terms of their ring size (from three‐ to ten‐membered) and type (fused or spiro), as well as summarizing the developments of this field. Finally, we discuss the ring opening and 1,4‐addition reactions.
Benzothiophene, benzofuran, indole, and indene derivatives are privileged heterocyclic motifs. These are present in a wide range of bioactive natural products and pharmaceutical drugs and are the subject of materials science research. However, the construction of benzothiophene, benzofuran, indole, and indene frameworks have been long‐standing challenges to organic chemists. In this review, we classify the derivatives of four structures synthesized from 2‐benzylidene‐1‐benzofuran‐3‐one and their analogues in terms of their ring size (from three‐ to ten‐membered) and type (fused or spiro), as well as summarizing the developments of this field. Finally, we discuss the ring opening and 1,4‐addition reactions. 2‐Benzylidene‐1‐benzothiophen‐3‐ones and their analogues are versatile reagents for cycloaddition reactions. Benzothiophene, benzofuran, indole, and indene derivatives are obtained after the cycloaddition. This minireview summarizes the recent advances in this area.
Benzothiophene, benzofuran, indole, and indene derivatives are privileged heterocyclic motifs. These are present in a wide range of bioactive natural products and pharmaceutical drugs and are the subject of materials science research. However, the construction of benzothiophene, benzofuran, indole, and indene frameworks have been long-standing challenges to organic chemists. In this review, we classify the derivatives of four structures synthesized from 2-benzylidene-1-benzofuran-3-one and their analogues in terms of their ring size (from three- to ten-membered) and type (fused or spiro), as well as summarizing the developments of this field. Finally, we discuss the ring opening and 1,4-addition reactions.Benzothiophene, benzofuran, indole, and indene derivatives are privileged heterocyclic motifs. These are present in a wide range of bioactive natural products and pharmaceutical drugs and are the subject of materials science research. However, the construction of benzothiophene, benzofuran, indole, and indene frameworks have been long-standing challenges to organic chemists. In this review, we classify the derivatives of four structures synthesized from 2-benzylidene-1-benzofuran-3-one and their analogues in terms of their ring size (from three- to ten-membered) and type (fused or spiro), as well as summarizing the developments of this field. Finally, we discuss the ring opening and 1,4-addition reactions.
Author Deng, Qingsong
Meng, Xiangtai
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  surname: Meng
  fullname: Meng, Xiangtai
  email: xtmeng@tjut.edu.cn
  organization: Tianjin University of Technology
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Snippet Benzothiophene, benzofuran, indole, and indene derivatives are privileged heterocyclic motifs. These are present in a wide range of bioactive natural products...
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SubjectTerms 2-benzylidene-1-benzofuran-3-one
2-benzylidene-1-benzothiophen-3-one
Benzothiophene
Chemistry
Chemists
Cycloaddition
cycloaddition reaction
Derivatives
heterocycle compounds
Indene
Materials science
Natural products
Ring opening
Title Recent Advances in the Cycloaddition Reactions of 2‐Benzylidene‐1‐benzofuran‐3‐ones, and Their Sulfur, Nitrogen and Methylene Analogues
URI https://onlinelibrary.wiley.com/doi/abs/10.1002%2Fasia.202000550
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Volume 15
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