Synthesis of 1,2,4-triazines and the triazinoisoquinolinedione DEF ring system of noelaquinone.
نویسندگان
چکیده
The intramolecular Staudinger-aza-Wittig reaction is used for a general synthesis of 1,2,5,6-tetrahydro-1,2,4-triazines, a structural motif reported for the natural product noelaquinone. The DEF moiety of noelaquinone was obtained in 13 steps and 2% overall yield, and the structure of the synthetic product was confirmed by X-ray analysis.
منابع مشابه
Ring Cleavage of Some Bicylic Compounds Derived from 1,2,4-Triazine
Ring cleavage occurred when 1,2,4-triazino-1,2,4-triazines (3), (4) and (5) were treated with concentrated hydrochloric acid to yield N-substituted triazines (7) and (8). These confirm the given configuration assigned to the isomeric triazinotriazines. 6-Methyl-2-phenyl-7H-oxazolo [3,2-b][1,2,4]-triazin-7-one (9) underwent ring cleavage on treatment with sodium alkoxide to afford 3-alkoxy-1...
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متن کامل
Ring Transformation of Oxazolo [3,2-b][1,2,4] Triazines
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The synthesis of 6- methyl- 2- phenyl- 7H- oxazolo [3,2-b] 1,2,4-Triazine- 7-one (6, R=Ph) and its 2-P- bromophenyl analogue to the two members of a new heterocyclic system is described
متن کاملA CONVENIENT AND GENERAL SYNTHESIS OF THIADIAZOLO [2,3-C] [1,2,4] TRIAZINES
Condensation and cyclization of 5-hydroxy- 1,2,4- thiadiazol-2-yl hydrazine 1 with pyruvic acid, phenacyl bromide, propargyl bromide and ally1 bromide afforded compounds 2,5,7 3, 4 ,6 and 8 respectively, Reaction of 1 with epichforohydrine afforded 4-hydroxy-N-[5-hydroxy- 1 ,3,4-thiadiazoly1] pyrazolidine 9
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ورودعنوان ژورنال:
- Organic & biomolecular chemistry
دوره 10 30 شماره
صفحات -
تاریخ انتشار 2012