study of an in situ carbocationic system formed from trityl chloride (ph3ccl) as an efficient organocatalyst for the condensation of dimedone with arylaldehydes

نویسندگان

abdolkarim zare

maria merajoddin

mohammad ali zolfigol

چکیده

organocatalyst trityl chloride (ph3ccl), by in situ formation of trityl carbocation with inherent instability, efficiently catalyzes the condensation of dimedone (5,5-dimethyl-1,3-cyclohexanedione) (2 equiv.) with arylaldehydes (1 equiv.) under solvent-free conditions to afford 9-aryl-1,8-dioxo-octahydroxanthenes in high to excellent yields and in relatively short reaction times. formation of the carbocationic system is confirmed by studying ir, 1h nmr and uv spectra according to the literature. moreover, a plausible mechanism based on the literature and observations is proposed for the reaction.

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منابع مشابه

Study of an in situ carbocationic system formed from trityl chloride (Ph3CCl) as an efficient organocatalyst for the condensation of dimedone with arylaldehydes

Organocatalyst trityl chloride (Ph3CCl), by in situ formation of trityl carbocation with inherent instability, efficiently catalyzes the condensation of dimedone (5,5-dimethyl-1,3-cyclohexanedione) (2 equiv.) with arylaldehydes (1 equiv.) under solvent-free conditions to afford 9-aryl-1,8-dioxo-octahydroxanthenes in high to excellent yields and in relatively short reaction times. Formation of t...

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Study of an in situ carbocationic system formed from trityl chloride (Ph3CCl) as an efficient organocatalyst for the condensation of dimedone with arylaldehydes

Organocatalyst trityl chloride (Ph3CCl), by in situ formation of trityl carbocation with inherent instability, efficiently catalyzes the condensation of dimedone (5,5-dimethyl-1,3-cyclohexanedione) (2 equiv.) with arylaldehydes (1 equiv.) under solvent-free conditions to afford 9-aryl-1,8-dioxo-octahydroxanthenes in high to excellent yields and in relatively short reaction times. Formation of t...

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Synthesis and Identification of SO3H-functionalized Phthalimide (SFP) as an Efficient Catalyst for the Condensation of Dimedone with Arylaldehydes

A SO3 H-containing solid acid namely SO3 H-functionalized phthalimide (SFP) was synthesized from phthalimide and chlorosulfonic acid, and identified by studying its FT-IR, 1 H and 13C NMR, Mass, XRD, TG and DTG spectra. Afterward, its catalytic activity was examined for the solvent-free condensation of dimedone (5,5-dimethyl-1,3-cyclohexanedione) (2 eq.) with arylaldehydes (1 eq.). The results ...

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عنوان ژورنال:
iranian journal of catalysis

ناشر: islamic azad university, shahreza branch

ISSN 2252-0236

دوره 3

شماره 2 2013

کلمات کلیدی
[ ' t r i t y l c h l o r i d e ( p h 3 c c l ) ' , ' t r i t y l c a r b o c a t i o n ' , ' o r g a n o c a t a l y s t ' , ' d i m e d o n e ( 5 ' , 5 , ' d i m e t h y l ' , 1 , 3 , ' c y c l o h e x a n e d i o n e ) ' , ' a r y l a l d e h y d e ' , 9 , ' a r y l ' , 1 , 8 , ' d i o x o ' , ' o c t a h y d r o x a n t h e n e ' ]

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