Abstract
3-chloro-1H-Indole-2-Carbaldehyde ( 4 ) was synthesized and converted into Schiff base derivatives ( 5a-c ). Compounds ( 5a-b ) were reacted with chloro acetyl chloride to give 2-Azetidinone derivatives (6a-c) . Compound (4) react with active methylene group compounds, hydrazine and phenylhydrazine derivatives underwent condensation reaction to give compounds in ( scheme 2) . compound (4) was reacted with ethyl chloro acetate derivatives to give N-alkylated Indole schiff bases (18) which underwent cyclization reaction using reagent in scheme (3) to afford Azetidinone derivatives (19) ( scheme 3 ).
Highlights
Indoles are found in abundance in biologically active compounds such as pharmaceuticals, agrochemicals, and alkaloids
Indole derivatives have captured the attention of organic synthetic chemists
Indole and its analogs possess a wide spectrum of biological activities such as anti-inflammatory,1,2 anti-microbial3-5, anti-bacterial,6,7 anticonvulsant8-11 and cardiovascular12,13 effect
Summary
Kamal El-Dean[a] , Mostafa Ahmed[b]* and Reda Hassanien[b]. 3-Chloro-1H-indole-2-carbaldehyde (4) was synthesized and converted into Schiff base derivatives (5a-5c). Compounds 5a-5c were reacted with chloroacetyl chloride to give 2-azetidinone derivatives (6a-6c). Compound 4 reacts with active methylene group containing compounds, hydrazine and phenylhydrazine derivatives undergoing a condensation reaction. Compound 4 was reacted with ethyl chloroacetate derivatives to give N-alkylated indole Schiff bases which undergoing cyclization reaction using chloroacetyl chloride to afford azetidinone derivatives
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