Journal
MOLBANK
Volume 2022, Issue 1, Pages -Publisher
MDPI
DOI: 10.3390/M1338
Keywords
tetrazoles; diaza-1,3-butadiene; pyrano[2,3-c]pyridazine; methyl vinyl ketone dimer; diels-alder reactions; X-ray structure
Categories
Funding
- Fundacao para a Ciencia e a Tecnologia (FCT) [UIDB/00313/2020, UIDP/00313/2020]
- FCT [UIDB/04564/2020, UIDP/04564/2020]
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The Diels-Alder reaction between ethyl 3-(1-phenyl-1H-tetrazol-5-yl-1,2-diaza-1,3-butadiene-1-carboxylate and 2-acetyl-6-methyl-2,3-dihydro-4H-pyran (methyl vinyl ketone dimer) yielded the corresponding 3-(tetrazol-5-yl)-hexahydro-7H-pyrano[2,3-c]pyridazine in high yield and regioselectivity. The X-ray crystal structure of the cycloadduct was also reported.
The Diels-Alder reaction of ethyl 3-(1-phenyl-1H-tetrazol-5-yl-1,2-diaza-1,3-butadiene-1-carboxylate with 2-acetyl-6-methyl-2,3-dihydro-4H-pyran (methyl vinyl ketone dimer) regios-electively afforded the corresponding 3-(tetrazol-5-yl)-hexahydro-7H-pyrano[2,3-c]pyridazine in quantitative yield. An X-ray crystal structure of this cycloadduct is reported.
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