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Conversion of phenols into selenophenols: seleno Newman-Kwart rearrangement.

A 'Se'lling point: The first thermally induced O sub(Ar) arrow right Se sub(Ar) migration reaction is reported, and it can be used to prepare aryl selenols in three steps from the corresponding phenols. O-aryl selenocarbamates rearrange to Se-aryl carbamates via a four-membered transition state (see... Full description

Journal Title: Angewandte Chemie (International ed. in English) November 18, 2013, Vol.52(47), pp.12346-12349
Main Author: Sørensen, Anne
Other Authors: Rasmussen, Brian , Agarwal, Shubham , Schau-Magnussen, Magnus , Sølling, Theis I , Pittelkow, Michael
Format: Electronic Article Electronic Article
Language: English
Subjects:
ID: E-ISSN: 1521-3773 ; DOI: 10.1002/anie.201303773
Link: http://search.proquest.com/docview/1458502021/?pq-origsite=primo
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title: Conversion of phenols into selenophenols: seleno Newman-Kwart rearrangement.
format: Article
creator:
  • Sørensen, Anne
  • Rasmussen, Brian
  • Agarwal, Shubham
  • Schau-Magnussen, Magnus
  • Sølling, Theis I
  • Pittelkow, Michael
subjects:
  • Benzene Derivatives–Chemical Synthesis
  • Carbamates–Chemistry
  • Crystallography, X-Ray–Chemistry
  • Kinetics–Chemical Synthesis
  • Molecular Conformation–Chemistry
  • Organoselenium Compounds–Chemistry
  • Oxidation-Reduction–Chemistry
  • Phenols–Chemistry
  • Thermodynamics–Chemistry
  • Benzene Derivatives
  • Carbamates
  • Organoselenium Compounds
  • Phenols
  • Benzeneselenol
  • X-Ray Crystallography
  • Density Functional Calculations
  • Kinetics
  • Rearrangement
  • Selenium
ispartof: Angewandte Chemie (International ed. in English), November 18, 2013, Vol.52(47), pp.12346-12349
description: A 'Se'lling point: The first thermally induced O sub(Ar) arrow right Se sub(Ar) migration reaction is reported, and it can be used to prepare aryl selenols in three steps from the corresponding phenols. O-aryl selenocarbamates rearrange to Se-aryl carbamates via a four-membered transition state (see scheme). The aryl selenols (isolated as the diselenides) can be prepared by hydrolysis of the Se-aryl selenocarbamates.
language: eng
source:
identifier: E-ISSN: 1521-3773 ; DOI: 10.1002/anie.201303773
fulltext: fulltext
issn:
  • 15213773
  • 1521-3773
url: Link


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titleConversion of phenols into selenophenols: seleno Newman-Kwart rearrangement.
creatorSørensen, Anne ; Rasmussen, Brian ; Agarwal, Shubham ; Schau-Magnussen, Magnus ; Sølling, Theis I ; Pittelkow, Michael
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ispartofAngewandte Chemie (International ed. in English), November 18, 2013, Vol.52(47), pp.12346-12349
identifierE-ISSN: 1521-3773 ; DOI: 10.1002/anie.201303773
subjectBenzene Derivatives–Chemical Synthesis ; Carbamates–Chemistry ; Crystallography, X-Ray–Chemistry ; Kinetics–Chemical Synthesis ; Molecular Conformation–Chemistry ; Organoselenium Compounds–Chemistry ; Oxidation-Reduction–Chemistry ; Phenols–Chemistry ; Thermodynamics–Chemistry ; Benzene Derivatives ; Carbamates ; Organoselenium Compounds ; Phenols ; Benzeneselenol ; X-Ray Crystallography ; Density Functional Calculations ; Kinetics ; Rearrangement ; Selenium
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descriptionA 'Se'lling point: The first thermally induced O sub(Ar) arrow right Se sub(Ar) migration reaction is reported, and it can be used to prepare aryl selenols in three steps from the corresponding phenols. O-aryl selenocarbamates rearrange to Se-aryl carbamates via a four-membered transition state (see scheme). The aryl selenols (isolated as the diselenides) can be prepared by hydrolysis of the Se-aryl selenocarbamates.
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titleConversion of phenols into selenophenols: seleno Newman-Kwart rearrangement.
authorSørensen, Anne ; Rasmussen, Brian ; Agarwal, Shubham ; Schau-Magnussen, Magnus ; Sølling, Theis I ; Pittelkow, Michael
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atitleConversion of phenols into selenophenols: seleno Newman-Kwart rearrangement.
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date2013-11-18