chloroacetic acid-promoted heterocyclic reactions: efficient preparation of tetrahydropyridines and 2,3-dihydroquinazolin-4(1h)-ones

نویسندگان

malek taher maghsoodlou

nourallah hazeri

elham fereidooni

sajjad salahi

nasrin mahmoudabadi

چکیده

facile and versatile procedures have been explored for the synthesis of tetrahydropyridines and 2,3-dihydroquinazolin-4(1h)-ones. these protocols employ the one-pot multi-component condensation of arylaldehydes and aromatic amines with β-keto esters and isatoic anhydride in chloroacetic acid, respectively. the reactions proceeded smoothly to generate the corresponding products in high yield. we have found that the use of chloroacetic acid as catalyst results in a remarkable beneficial effect on the reaction, allowing it to be performed without the need of any co-catalyst, which is the case in other similar reported methodologies. in addition, the preparation of 2,3-dihydro-4(1h)-quinazolinones derivatives from the reaction of arylaldehydes and anthranilamide in the presence of mentioned catalyst is reported.

برای دانلود باید عضویت طلایی داشته باشید

برای دانلود متن کامل این مقاله و بیش از 32 میلیون مقاله دیگر ابتدا ثبت نام کنید

اگر عضو سایت هستید لطفا وارد حساب کاربری خود شوید

منابع مشابه

Chloroacetic acid-promoted heterocyclic reactions: Efficient preparation of tetrahydropyridines and 2,3-dihydroquinazolin-4(1H)-ones

Facile and versatile procedures have been explored for the synthesis of tetrahydropyridines and 2,3-dihydroquinazolin-4(1H)-ones. These protocols employ the one-pot multi-component condensation of arylaldehydes and aromatic amines with β-keto esters and isatoic anhydride in chloroacetic acid, respectively. The reactions proceeded smoothly to generate the corresponding products in high yield. We...

متن کامل

Chloroacetic acid-promoted heterocyclic reactions: Efficient preparation of tetrahydropyridines and 2,3-dihydroquinazolin-4(1H)-ones

Facile and versatile procedures have been explored for the synthesis of tetrahydropyridines and 2,3-dihydroquinazolin-4(1H)-ones. These protocols employ the one-pot multi-component condensation of arylaldehydes and aromatic amines with β-keto esters and isatoic anhydride in chloroacetic acid, respectively. The reactions proceeded smoothly to generate the corresponding products in high yield. We...

متن کامل

Microwave Irradiation Promoted Reactions of Orthoesters with Carboxylic Acid Hydrazides. Preparation of 1,3,4-Oxadiazoles

Rapid and highly efficient synthesis of 2- or 2,5-substituted 1,3,4-oxadiazoles by the condensation of aryl carboxylic acid hydrazides and orthoesters can be achieved under microwave irradiation using an unmodified commercial over in unsealed vessels.

متن کامل

Microwave Irradiation Promoted Reactions of Benzoxazin-4-Ones with Primary Amines. Preparation of 4(2=3H)-Quinazolinones

An efficient synthesis of 3-substituted or 2,3-disubstituted 4(3H)-quinazolinones from benzoxazin-4-ones and primary amines under microwave irradiation in unsealed vessels is described.

متن کامل

Preparation and Reactions of Heterocyclic Compounds II

Commercial preparation of furan proceeds by way of the aldehyde, furfural, which in turn is generated from pentose containing raw materials like corncobs, as shown in the uppermost equation below. Similar preparations of pyrrole and thiophene are depicted in the second row equations. Equation 1 in the third row illustrates a general preparation of substituted furans, pyrroles and thiophenes fro...

متن کامل

منابع من

با ذخیره ی این منبع در منابع من، دسترسی به آن را برای استفاده های بعدی آسان تر کنید


عنوان ژورنال:
iranian journal of catalysis

ناشر: islamic azad university, shahreza branch

ISSN 2252-0236

دوره 5

شماره 3 2015

کلمات کلیدی
[ ' t e t r a h y d r o p y r i d i n e s ' , 2 , 3 , ' d i h y d r o q u i n a z o l i n ' , ' 4 ( 1 h ) ' , ' o n e s ' , ' m u l t i ' , ' c o m p o n e n t r e a c t i o n ' , ' m i l d c o n d i t i o n s ' ]

میزبانی شده توسط پلتفرم ابری doprax.com

copyright © 2015-2023