Synthesis, Table of Contents PAPER© Georg Thieme Verlag Stuttgart · New YorkNew Synthetic Route to 2-(Diethylphosphono)-2H-AzirinesValery K. Brel*Institute of Physiologically Active Compounds of Russian Academy of Science, Chernogolovka, Moscow region, 142432, RussiaFax: +7(95)7857024; e-Mail: brel@ipac.ac.ru; Recommend Article Abstract Buy Article(opens in new window) All articles of this category(opens in new window) Abstract Synthesis of new 2-substituted-2-(diethylphosphono)-3-isopropenyl-2H-azirines is described by aconvenient and efficient procedure starting from phosphorylated allenes. Key words cyclizations - azides - allenes - phosphorus - heterocycles. Full Text References References <A NAME="RP02502SS-1A">1a</A> Pearson WH. Lian BW. Bergmeier SC. Padwa A. Comprehensive Heterocyclic Chemistry II Pergamon Press; Oxford: 1996. Chap. 1. <A NAME="RP02502SS-1B">1b</A> Backes J. In Methoden der Organische Chemie (Houben-Weyl) Vol. E16c: Klamann D. Thieme; Stuttgart: 1992. p.317 <A NAME="RP02502SS-1C">1c</A> Heimgartner H. Angew. Chem., Int. Ed. Engl. 1991, 30: 238 <A NAME="RP02502SS-2A">2a</A> Pinho e Melo TMVD. Lopes CSJ. Rocha Gonsalves AMd’A. Beja AM. Paixão JA. Silva MR. Alte da Veiga L. J. Org. Chem. 2002, 67: 66 <A NAME="RP02502SS-2B">2b</A> Palacios F. Ochoa de Retana AM. Gil JI. Ezpeleta JM. J. Org. Chem. 2000, 65: 3213 <A NAME="RP02502SS-3">3</A> Bucher CB. Heimgartner H. Helv. Chim. Acta. 1996, 79: 1903 <A NAME="RP02502SS-4">4</A> Russell GA. Yao CF. J. Org. Chem. 1992, 57: 6508 <A NAME="RP02502SS-5">5</A> Pinho e Melo TMVD. Lopes CSJ. Rocha Gonsalves AMd’A. Storr RC. Synthesis 2002, 605 <A NAME="RP02502SS-6">6</A> Drögemüller M. Jautelat R. Winterfeldt E. Angew. Chem., Int. Ed. Engl. 1996, 35: 1572 <A NAME="RP02502SS-7A">7a</A> Davis FA. Wu Y. Yan H. Prasad KR. McCoull W. Org. Lett. 2002, 4: 655 <A NAME="RP02502SS-7B">7b</A> Davis FA. McCoull W. Tetrahedron Lett. 1999, 40: 249 <A NAME="RP02502SS-8">8</A> Alabugin IV. Brel VK. Usp. Khim. 1997, 66: 225 ; Chem. Abstr. 1998, 128, 114977r <A NAME="RP02502SS-9">9</A> Brel VK. Synthesis 1999, 463 <A NAME="RP02502SS-10">10</A> Brel VK. Synthesis 2001, 1539 <A NAME="RP02502SS-11">11</A> Mark V. In Mechanism of Molecular Migrations Vol. 3: Thyagajaran BS. Wiley; New York: 1969. p.320 <A NAME="RP02502SS-12">12</A> Perrin DD. Armarego WLF. Perin DR. Purification of Laboratory Chemicals Pergamon Press Ltd; New York: 1980. <A NAME="RP02502SS-13">13</A> Brandsma L. Preparative Acetylenic Chemistry Elsevier; Amsterdam: 1988. p.265 <A NAME="RP02502SS-14">14</A> Brel VK. Synth. Commun. 1999, 29: 3869