2,3,7‐Triazabicyclo[3.3.0]octenes Prepared by Tandem Cascade Reaction of Allyl Azides and Olefinic Dipolarophiles

作者: Chia-Hsi Yang , Huang-Jang Sherf , Ruey-Hsuan Wang , Ju-Chun Wang

DOI: 10.1002/JCCS.200200016

关键词: DiazoIsomerizationAlkeneStereochemistryChemistryTandemAzideCascade reactionCycloadditionTautomer

摘要: Tan dem cas cade re ac tions of allyl azides and olefinic dipolarophiles to give cis-fused 2,3,7- t riazabi cy clo [3.3.0]octenes (5, 6 or 7) are ported. Therein, an intermolecular dipolar cycloaddition azide alkene gave a triazoline which was fol lowed by isomerization the diazo es ter (4) then intra molecular from func tional group dou ble bond in 4 5. Com pound 5 may fur ther more un dergo Mi chael ad di tion 7-substituted- triazabicyclo [3.3.0] oct- 2ene ( 6) tautomerization 2,3,7-triazabicyclo[3.3.0]oct-3-ene (7). The be ma nip u lated stop at par tic lar stage adopt ing suit able sol vent ap pro pri ate tem per ure.

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