4-吡啶基氮烯和 2-吡嗪基卡宾。
4-Pyridylnitrene and 2-pyrazinylcarbene.
机构信息
School of Chemistry and Molecular Biosciences, The University of Queensland, Brisbane, Qld 4072, Australia.
出版信息
Beilstein J Org Chem. 2013 Apr 17;9:754-60. doi: 10.3762/bjoc.9.85. Print 2013.
Abstract
Both flash vacuum thermolysis (FVT) and matrix photolysis generate 2-diazomethylpyrazine (22) from 1,2,3-triazolo[1,5-a]pyrazine (24). FVT of 4-azidopyridine (18) as well as of 24 or 2-(5-tetrazolyl)pyrazine (23) affords the products expected from the nitrene, i.e., 4,4'-azopyridine and 2- and 3-cyanopyrroles. Matrix photolyses of both 18 and 24 result in ring expansion of 4-pyridylnitrene/2-pyrazinylcarbene to 1,5-diazacyclohepta-1,2,4,6-tetraene (20). Further photolysis causes ring opening to the ketenimine 27.
摘要
闪真空热解（FVT）和基质光解均可将 1,2,3-三唑并[1,5-a]吡嗪（24）转化为 2-二甲基吡嗪（22）。4-叠氮吡啶（18）以及 24 或 2-（5-四唑基）吡嗪（23）的 FVT 生成预期的氮烯产物，即 4,4'-联吡啶和 2-和 3-氰基吡咯。18 和 24 的基质光解导致 4-吡啶基氮烯/2-吡嗪基卡宾的环扩张为 1,5-二氮杂环庚-1,2,4,6-四烯（20）。进一步的光解导致环打开形成烯酮亚胺 27。
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