Electrocatalytic three-component annulation-halosulfonylation of 1,6-enynes toward 1-indanones using sodium halides as both halogen sources and electrolytes

A new electrochemically induced three-component annulation-halosulfonylation of 1,6-enynes has been developed for stereoselective synthesis of 33 examples of 1-indanones with generally good yields under environmentally benign conditions. This electrochemical strategy can proceed in a simple undivide...

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Published inGreen chemistry : an international journal and green chemistry resource : GC Vol. 22; no. 13; pp. 4259 - 4269
Main Authors Zhang, Tian-Shu, Hao, Wen-Juan, Wang, Rong, Wang, Shi-Chao, Tu, Shu-Jiang, Jiang, Bo
Format Journal Article
LanguageEnglish
Published CAMBRIDGE Royal Soc Chemistry 06.07.2020
Royal Society of Chemistry
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Abstract A new electrochemically induced three-component annulation-halosulfonylation of 1,6-enynes has been developed for stereoselective synthesis of 33 examples of 1-indanones with generally good yields under environmentally benign conditions. This electrochemical strategy can proceed in a simple undivided cell, avoiding any transition metal catalysts, chemical oxidants and additives. This reaction tolerates a wide scope of substrates, which provides a new and green access to fabricate important bioactive 1-indanone scaffolds. Notably, readily available and low-cost halogen salts play triple roles of an electrolyte and a redox catalyst as well as a halogenating reagent. A new electrochemically induced three-component annulation-halosulfonylation of 1,6-enynes has been developed for stereoselective synthesis of 33 examples of 1-indanones with generally good yields under environmentally benign conditions.
AbstractList A new electrochemically induced three-component annulation-halosulfonylation of 1,6-enynes has been developed for stereoselective synthesis of 33 examples of 1-indanones with generally good yields under environmentally benign conditions. This electrochemical strategy can proceed in a simple undivided cell, avoiding any transition metal catalysts, chemical oxidants and additives. This reaction tolerates a wide scope of substrates, which provides a new and green access to fabricate important bioactive 1-indanone scaffolds. Notably, readily available and low-cost halogen salts play triple roles of an electrolyte and a redox catalyst as well as a halogenating reagent.
A new electrochemically induced three-component annulation-halosulfonylation of 1,6-enynes has been developed for stereoselective synthesis of 33 examples of 1-indanones with generally good yields under environmentally benign conditions. This electrochemical strategy can proceed in a simple undivided cell, avoiding any transition metal catalysts, chemical oxidants and additives. This reaction tolerates a wide scope of substrates, which provides a new and green access to fabricate important bioactive 1-indanone scaffolds. Notably, readily available and low-cost halogen salts play triple roles of an electrolyte and a redox catalyst as well as a halogenating reagent. A new electrochemically induced three-component annulation-halosulfonylation of 1,6-enynes has been developed for stereoselective synthesis of 33 examples of 1-indanones with generally good yields under environmentally benign conditions.
Author Wang, Rong
Wang, Shi-Chao
Jiang, Bo
Hao, Wen-Juan
Tu, Shu-Jiang
Zhang, Tian-Shu
AuthorAffiliation School of Chemistry & Materials Science
Jiangsu Normal University
Jiangsu Key Laboratory of Green Synthetic Chemistry for Functional Materials
AuthorAffiliation_xml – name: School of Chemistry & Materials Science
– name: Jiangsu Key Laboratory of Green Synthetic Chemistry for Functional Materials
– name: Jiangsu Normal University
Author_xml – sequence: 1
  givenname: Tian-Shu
  surname: Zhang
  fullname: Zhang, Tian-Shu
– sequence: 2
  givenname: Wen-Juan
  surname: Hao
  fullname: Hao, Wen-Juan
– sequence: 3
  givenname: Rong
  surname: Wang
  fullname: Wang, Rong
– sequence: 4
  givenname: Shi-Chao
  surname: Wang
  fullname: Wang, Shi-Chao
– sequence: 5
  givenname: Shu-Jiang
  surname: Tu
  fullname: Tu, Shu-Jiang
– sequence: 6
  givenname: Bo
  surname: Jiang
  fullname: Jiang, Bo
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Keywords METAL-FREE SYNTHESIS
H FUNCTIONALIZATION
PALLADIUM
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Snippet A new electrochemically induced three-component annulation-halosulfonylation of 1,6-enynes has been developed for stereoselective synthesis of 33 examples of...
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SubjectTerms Additives
Catalysts
catalytic activity
Chemical reactions
Chemistry
Chemistry, Multidisciplinary
Crystallography
Electrochemistry
Electrolytes
Green & Sustainable Science & Technology
Green chemistry
Halides
halogens
Organic chemistry
Oxidants
Oxidizing agents
Physical Sciences
Reagents
Salts
Science & Technology
Science & Technology - Other Topics
sodium
Sodium halides
stereoselective synthesis
Stereoselectivity
Substrates
Transition metals
Title Electrocatalytic three-component annulation-halosulfonylation of 1,6-enynes toward 1-indanones using sodium halides as both halogen sources and electrolytes
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