SeO 2  Mediated Synthesis of Selected Heterocycles by Oxidative C−C Bond Cleavage of AcetophenoneDerivatives | Zendy

Khan Danish | Zendy; Ahmed Naseem | Zendy; Alsharif Meshari A. | Zendy; Alahmdi Mohammed Issa | Zendy; Mukhtar Sayeed | Zendy

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SeO 2 Mediated Synthesis of Selected Heterocycles by Oxidative C−C Bond Cleavage of AcetophenoneDerivatives

Author(s) -

Khan Danish,

Ahmed Naseem,

Alsharif Meshari A.,

Alahmdi Mohammed Issa,

Mukhtar Sayeed

Publication year - 2019

Publication title -

chemistryselect

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.437

H-Index - 34

ISSN - 2365-6549

DOI - 10.1002/slct.201901216

Subject(s) - benzoxazole , benzothiazole , chemistry , bond cleavage , aniline , benzimidazole , aryl , acetophenone , quinazolinone , cleavage (geology) , alkyl , medicinal chemistry , stereochemistry , combinatorial chemistry , organic chemistry , catalysis , geotechnical engineering , fracture (geology) , engineering

An interestingcyclization reactions of aryl ketones with 2‐amino aniline derivatives under SeO 2 (oxidant) are described for the synthesis of benzoxazole, benzothiazole, benzimidazole and quinazolinone through the C−C cleavage of acetophenone. The reaction likely involves sequential C−N, C−O and C−S bond formation followed by C(CO)−C(alkyl) bond cleavage. Various substituted fused heterocycles are obtained in good to excellent (gram scale) yields in a single step from readily available acetophenones.

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