A new domino reaction based on [4+2]‐cycloadditions of pyrido[1,2‐ a ]pyrazines with azadienophiles | Zendy

Billert Thomas | Zendy; Beckert Rainer | Zendy; Brandenburg Jörg | Zendy; Fehling Peer | Zendy; Döring Manfred | Zendy; Görls Helmar | Zendy; Langer Peter | Zendy

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A new domino reaction based on [4+2]‐cycloadditions of pyrido[1,2‐ a ]pyrazines with azadienophiles

Author(s) -

Billert Thomas,

Beckert Rainer,

Brandenburg Jörg,

Fehling Peer,

Döring Manfred,

Görls Helmar,

Langer Peter

Publication year - 1999

Publication title -

journal of heterocyclic chemistry

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.321

H-Index - 59

eISSN - 1943-5193

pISSN - 0022-152X

DOI - 10.1002/jhet.5570360309

Subject(s) - chemistry , regioselectivity , cycloaddition , domino , ring (chemistry) , reaction conditions , cascade reaction , nitroso , nitroso compounds , medicinal chemistry , triazine , combinatorial chemistry , organic chemistry , stereochemistry , catalysis

The reaction of pyrido[1,2‐ a ]pyrazines 1 with nitroso compounds 2 provides pyridyl substituted 1,2,4‐triazinones 4 via a domino reaction which involves a cycloaddition and a ring transformation reaction. The intermediate and regioselective formed oxadiazines 4′ were trapped by complexation yielding the (CO) 4 Mo‐complex 5. Derivatives of diazene such as N ‐phenyltriazolindione 6a , phthalazinedione 6b or esters of azodicarboxylic acid 6c‐6f reacted with 1 to give different derivatives of 1,2,4‐triazine 7a‐f . The use of oxygen gave oxadiazinones 8 .

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