2016年12月21日水曜日

Cyclic Anhydride Formation by BOC2O


Letter
    


Facile and Efficient Synthesis of Cyclic Anhydrides from Dicarboxylic Acids

 
 
† PSL Research University, CNRS - Chimie ParisTech, Institut de Recherche de Chimie Paris, 75005 Paris, France
ACS Catal., 2014, 4 (10), pp 3586–3589
DOI: 10.1021/cs501237p
Publication Date (Web): September 9, 2014
Copyright © 2014 American Chemical Society

Abstract

Abstract Image
 
 
 
An efficient, high-yielding sustainable route to cyclic anhydrides from biorenewable and inexpensive dicarboxylic acids has been developed. Cyclic anhydrides were synthesized from dicarboxylic acids using a catalyst prepared in situ from MgCl2 and dialkyl dicarbonates. This robust and cheap system operates under mild conditions to give cyclic anhydrides with high yield and selectivity.

 

Keywords:

catalysis; cyclic anhydride; cyclization; dicarboxylic acid; magnesium

Supporting Information

Full experimental details and characterization data for all new compounds are included in Supporting Information. This material is available free of charge via the Internet at http://pubs.acs.org.
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Received 21 August 2014
Published online 9 September 2014
Published in print 3 October 2014
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Carboxylate-Enhanced Rhodium(III)-Catalyzed Aryl C–H Alkylation with Conjugated Alkenes under Mild Conditions

 
 
† School of Pharmaceutical Sciences, Jiangnan University, Lihu Road 1800, 214122 Wuxi, P.R. China
‡ Institut für Organische und Biomolekulare Chemie, Georg-August-Universität Göttingen, Tammannstrasse 2, 37077 Göttingen, Germany
J. Org. Chem., Article ASAP
DOI: 10.1021/acs.joc.6b02672
Publication Date (Web): December 2, 2016
Copyright © 2016 American Chemical Society

Abstract

Abstract Image
 
 
 
 
Rhodium(III)-catalyzed C–H bond functionalization for the synthesis of β-aryl aldehydes and ketones from (hetero)aryl oximes, pyri(mi)dine, as well as pyrazoles and α,β-unsaturated carbonyl compounds has been developed under exceedingly mild reaction conditions. Thus, the versatile rhodium(III) catalysis features high step- and atom-economy, oxidant-free reaction conditions, and broad substrate scope.

Supporting Information

The Supporting Information is available free of charge on the ACS Publications website at DOI: 10.1021/acs.joc.6b02672.
  • Characterization of new compounds (1H, 13C, 19F NMR and NOESY spectra) and mechanistic studies (KIE experiments, etc.) (PDF)

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2016年12月20日火曜日

CPME (Cyclopentyl Methyl Ether) 2018 Progress

Ｒｅｃｅｎｔ　Progress @ CPME Utilizations

 
 

 

https://scholar.google.co.jp/scholar?hl=ja&as_sdt=0%2C5&q=cpme+green+solvent&oq=CPME+green

 

 

Review

    


Cyclopentyl Methyl Ether as a New and Alternative Process Solvent

Specialty Chemicals Division, Zeon Corporation, 1-6-2, Marunouchi, Chiyoda-ku, Tokyo 100-8246, Japan, and Faculty of Pharmacy, Takasaki University of Health and Welfare, 60 Naka-Orui, Takasaki, Gunma 370-0033, Japan
Org. Process Res. Dev., 2007, 11 (2), pp 251–258
DOI: 10.1021/op0680136
Publication Date (Web): February 24, 2007
Copyright © 2007 American Chemical Society

Abstract

Abstract Image
 
 
Cyclopentyl methyl ether (CPME) has become available in commercial quantities since November 2005 from Zeon Corporation with approval by the Toxic Substances Control Act (TSCA) and the European List of Notified Chemical Substances (ELINCS).
 
 
A high boiling point (106 °C) and preferable characteristics such as low formation of peroxides, relative stability under acidic and basic conditions, formation of azeotropes with water coupled with a narrow explosion range render CPME an alternative to other ethereal solvents such as tetrahydrofuran (THF), 2-methyl tetrahydrofuran (2-MeTHF), dioxane (carcinogenic), and 1,2-dimethoxyethane (DME). Conventional drying is unnecessary for general organometallic reactions including Grignard reactions, enolate formation, Claisen condensation, general reductions, and Pd-based transformations.
 
 
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Article Views: 3,769 Times
Received 24 August 2006
Published online 24 February 2007
Published in print 1 March 2007
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