94223-59-3

Upstream product

• 25877-53-6 2-(4-methylphenyl)-5-methyl-1,3,4-oxadiazole 
• 94223-62-8 4-Methyl-benzoic acid N'-(5-methyl-4,5-dihydro-3H-pyrrol-2-yl)-hydrazide 
• 94223-55-9 4-(5-p-Tolyl-[1,3,4]oxadiazol-2-yl)-butan-2-one 

Downstream Products

• 94223-74-2 (4aR,8aS)-3-p-Tolyl-5,6,7,8,8a,9-hexahydro-4aH-[1,2,4]triazolo[4,3-a]indole 
• 94223-74-2 (4aR,8aR)-3-p-Tolyl-5,6,7,8,8a,9-hexahydro-4aH-[1,2,4]triazolo[4,3-a]indole 

Relevant academic research and scientific papers

SYNTHESIS OF CYCLOPENTANO-s-TRIAZOLES BY THE INTRAMOLECULAR RING TRANSFORMATION OF 1,3,4-OXADIAZOLES

Cyclopentano-s-triazoles were synthesized by intramolecular ring transformation starting from γ-keto-1,3,4-oxadiazoles 5 and 9.The required functionality for this intramolecular reaction was established by (i) the reaction of lithiated 2-methyl-1,3,4-oxadiazole 4 with the methyl enol ether of α-bromo ketones followed by hydrolysis; (ii) reductive amination of γ-ketones 5 and 9 to further reorganized hydrazide 7 and γ-amino-1,3,4-oxadiazole 9 with NaBH3CN; and (iii) pyrolysis of 7 and 9 at 280 deg C (5 mmHg) to the cyclopentano-s-triazoles 8 and 11.By the same treatment, the S-connected analogue 2 afforded the desired fused s-triazole 17.