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New Three-Component Bicyclization Leading to Densely Functionalized Pyrazolo[3,4-d]thiazolo[3,2-a]pyrimidines.

ABSTRACT: A novel three-component bicyclization for the efficient synthesis of densely functionalized pyrazolo[3,4-d]thiazolo[3,2-a]pyrimidines has been established from readily accessible aryl aldehydes, ?-thiocyanate ketones and pyrazol-5-amines. The reaction pathway involves nucleophilic addition/5-exo-trig /6-endo-trig bicyclization sequence, resulting in continuous multiple bond-forming events including C-N and C-C bonds to rapidly a molecular complexity.

SUBMITTER: Hao WJ 

PROVIDER: S-EPMC5489242 | biostudies-literature | 2016 Apr

REPOSITORIES: biostudies-literature

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New Three-Component Bicyclization Leading to Densely Functionalized Pyrazolo[3,4-<i>d</i>]thiazolo[3,2-<i>a</i>]pyrimidines.

Hao Wen-Juan WJ   Zhou Peng P   Wu Fei-Yue FY   Jiang Bo B   Tu Shu-Jiang SJ   Li Guigen G  

European journal of organic chemistry 20160329 11

A novel three-component bicyclization for the efficient synthesis of densely functionalized pyrazolo[3,4-<i>d</i>]thiazolo[3,2-<i>a</i>]pyrimidines has been established from readily accessible aryl aldehydes, α-thiocyanate ketones and pyrazol-5-amines. The reaction pathway involves nucleophilic addition/<i>5-exo-trig</i> /6-<i>endo-trig</i> bicyclization sequence, resulting in continuous multiple bond-forming events including C-N and C-C bonds to rapidly a molecular complexity. ...[more]

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