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ChemInform Abstract: Ring Closure of 4-Substituted 1-Amino-1-(2-aminoanilino)-2,4-dicyanobuta-1,3-diene via 5-exo-trig and 6-exo-dig Process.

โœ Scribed by Yoshimi Yamaguchi; Kaname Takagi; Yoshihisa Okamoto; Kazuho Harada; Yoshihisa Kurasawa

Publisher
John Wiley and Sons
Year
2010
Weight
30 KB
Volume
30
Category
Article
ISSN
0931-7597

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โœฆ Synopsis

ring closure reactions ring closure reactions O 0130

45 -062

Ring Closure of 4-Substituted 1-Amino-1-(2-aminoanilino)-2,4dicyanobuta-1,3-diene via 5-exo-trig and 6-exo-dig Process.

-The formation of benzimidazoles (II) by heating of butadienes (I) in AcOH or aq. HCl is the result of a 5-exo-trig process. The cyclization of trinitrile (Ia) in a variety of alcohols in the presence of AcOH providing cyclic imidates (IV) represents a new route to these compounds. It is postulated that the formation of heterocycles (IV) is due to the reaction between two cyano groups (6-exo-dig process).

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ChemInform Abstract: Palladium-Catalyzed
ChemInform Abstract: Palladium-Catalyzed Cyclization of 2-Heteroyl-1-methylene-1,2,3,4- tetrahydroisoquinolines. Studies on 6-endo- versus 5-exo-trig Cyclization.
โœ A. BOMBRUN; O. SAGEOT ๐Ÿ“‚ Article ๐Ÿ“… 2010 ๐Ÿ› John Wiley and Sons โš– 31 KB ๐Ÿ‘ 1 views

Palladium-Catalyzed Cyclization of 2-Heteroyl-1-methylene-1,2,3,4tetrahydroisoquinolines. Studies on 6-endo-versus 5-exo-trig Cyclization. -In continuation of an earlier investigation the regioselectivity of the title cyclization is studied. If the corresponding bromide instead of the iodide (IV) i