One Approach to Cyclic Carbonates via a Three-Component Cyclization of Phenacyl Bromide, CO2, and Aldehyde

A three-component cyclization reaction was designed for synthesizing cyclic carbonates in a single operation from phenacyl bromide, CO2, and aldehyde in the presence of lithium diisopropylamide (LDA). These novel reactions were achieved under extremely mild conditions to generate the target products...

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Bibliographic Details
Published inJournal of organic chemistry Vol. 76; no. 8; pp. 2459 - 2464
Main Authors Yan, Peng, Tan, Xueqin, Jing, Huanwang, Duan, Shuhui, Wang, Xiaoxuan, Liu, Zhongli
Format Journal Article
LanguageEnglish
Published WASHINGTON American Chemical Society 15.04.2011
Amer Chemical Soc
Subjects
Chemistry
Chemistry, Organic
Exact sciences and technology
Heterocyclic compounds
Heterocyclic compounds with o, s, se, te hetero atom and condensed derivatives
Organic chemistry
Physical Sciences
Preparations and properties
Science & Technology
HALIDES
EPOXIDES
ASYMMETRIC CYCLOADDITION
CONVERSION
DIOXIDE
PROPYLENE-OXIDE
CATALYSTS
WATER
Multicomponent reaction
Cyclization
Mild operating conditions
Carbon dioxide
Organic bromine compounds
Aldehyde
Oxygen heterocycle
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Summary:A three-component cyclization reaction was designed for synthesizing cyclic carbonates in a single operation from phenacyl bromide, CO2, and aldehyde in the presence of lithium diisopropylamide (LDA). These novel reactions were achieved under extremely mild conditions to generate the target products in moderate to good yields within 10 min.
Bibliography:ObjectType-Article-1
SourceType-Scholarly Journals-1
ObjectType-Feature-2
content type line 23
ISSN:0022-3263
1520-6904
DOI:10.1021/jo1020294