Facile Synthesis of 2,3-Dihydro-2-Aryl-4(1H)-Quinazolinones Promoted by SmI₂

Abstract

2,3-Dihydro-2-aryl-4(1H)-quinazolinones were prepared in good yields via reductive cyclisation of o-azidobeneamides with aldehydes and ketones promoted by SmI2 under mild and neutral conditions.

p-TSA-catalyzed synthesis of spiroquinazolinones

“…One-pot synthesis of 2,3-dihydroquinazolin-4(1H)-ones has been achieved by the reductive cyclization of o-nitrobenzamide or o-azidobenzamide with aldehydes and ketones in the presence of metallic samarium and a catalytic amount of iodine or SmI 2 [10,11] and low-valent using a capillary tube and are uncorrected. The purities of the compounds were checked by TLC using precoated silica gel plates with hexane:ethyl acetate (6:4) as eluent.…”

An Easy and Efficient Protocol for the Synthesis of 2,3-Dihydroquinazolinones Using a Low Cost and Reusable Heterogeneous Catalyst

“…Various synthetic methods have been reported to prepare this class of compound using an assortment of catalysts like Iodine in Ion ic Liquids (7), tetra butyl ammoniu m bromide (8), iridiu m (9), ionic liquids (10), iodine (11), ammon iu m ch loride (12) (21) . Due to some drawbacks of these procedures such as tedious process, long reaction t imes, harsh reaction conditions, poor yields along with the use of non-recyclab le and toxic catalysts sometimes ineffectiveness associated with most of these catalysts demands development of some greener process involving low cost, easily availab le, easy to handle and efficient catalysts.…”