Novel nucleophilic CC bond‐forming  tele ‐reaction of imidazole ring | Zendy

Ohta Shunsaku | Zendy; Sato Kentaro | Zendy; Kawasaki Ikuo | Zendy; Yamaguchi Yuko | Zendy; Nishio Satoko | Zendy; Yamashita Masayuki | Zendy

AI Assistant Blog Pricing

Home ZAIA Blog

Premium

Novel nucleophilic CC bond‐forming tele ‐reaction of imidazole ring

Author(s) -

Ohta Shunsaku,

Sato Kentaro,

Kawasaki Ikuo,

Yamaguchi Yuko,

Nishio Satoko,

Yamashita Masayuki

Publication year - 2004

Publication title -

journal of heterocyclic chemistry

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.321

H-Index - 59

eISSN - 1943-5193

pISSN - 0022-152X

DOI - 10.1002/jhet.5570410305

Subject(s) - chemistry , imidazole , nucleophile , medicinal chemistry , ring (chemistry) , scope (computer science) , product (mathematics) , stereochemistry , catalysis , organic chemistry , geometry , mathematics , computer science , programming language

Reaction of 2‐(1‐chloro‐2,2‐dimethylpropyl)‐1‐methyl‐1 H ‐irnidazoles with diethyl methylmalonate in the presence of NaH gave a normal S N product, 2‐[(1,1‐diethoxycarbonylethyl)‐2,2‐dimethylpropyl]‐1‐methyl‐1 H ‐imidazole (2a) , and two tele ‐reaction products, 5‐(1,1‐diethoxycarbonylethyl)‐1‐methyl‐2‐(2,2‐dimethylpropyl)‐1 H ‐imidazole (3a) and trans ‐4,5‐di‐(1,1‐diethoxycarbonylethyl)‐4,5‐dihydro‐1‐methyl‐2‐(2,2‐dimethylpropyl)‐1 H ‐imidazole (4a) in 5, 17 and 70% yields, respectively. The scope and mechanism of this reaction are discussed.

This content is not available in your region!

Continue researching here.

Having issues? You can contact us here

Accelerating Research