The Reaction of 2,5‐Dimethoxy‐2,5‐Dihydrofuran with Dichloroketene | Zendy

Yang ChiaHsi | Zendy; Lin HuangChin | Zendy; Whang MawJohn | Zendy

AI Assistant Blog Pricing

Home ZAIA Blog

Premium

The Reaction of 2,5‐Dimethoxy‐2,5‐Dihydrofuran with Dichloroketene

Author(s) -

Yang ChiaHsi,

Lin HuangChin,

Whang MawJohn

Publication year - 1986

Publication title -

journal of the chinese chemical society

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.329

H-Index - 45

eISSN - 2192-6549

pISSN - 0009-4536

DOI - 10.1002/jccs.198600019

Subject(s) - chemistry , tetrahydrofuran , cycloaddition , molecule , medicinal chemistry , stereochemistry , organic chemistry , catalysis , solvent

2,5‐Dimethoxy‐2,5‐dihydrofuran (DDF) reacts with dichloroketene to give 7,9‐dimethoxy‐3,3,5,5‐tetrachloro‐8‐oxabicyclo[4,3,0]‐noan‐2,4‐dione (I), and methyl chloro‐(2,5‐dihydro‐5‐methoxy‐2‐furanylidene) acetate (II). The reactions of 2,5‐dihydrofuran and 2,5‐dimethoxy‐tetrahydrofuran with dichloroketene were also‐studied for comparison. Compound II was derived from the insertion of a molecule of dichloroketene into the C‐O bond of DDF with subsequent dehydrochlorination. Compound I resulted from the cycloaddition of two molecules of dichloroketene to the C=C bond of DDF. A mechanism involving a 1,5‐dipolar intermediate is proposed to account for this novel reaction.

This content is not available in your region!

Continue researching here.

Having issues? You can contact us here

Accelerating Research