Synthesis, Table of Contents PAPER© Georg Thieme Verlag Stuttgart · New YorkConvenient Synthesis of Substituted 3-Alkenylpyrazolo[1,5-a]pyrimidines via Heck Cross-Coupling ReactionLunxiang Yin, Jürgen Liebscher*Institut für Chemie, Humboldt-Universität Berlin, Brook-Taylor-Straße 2, 12489 Berlin, GermanyFax: +49(30)20937552; e-Mail: liebscher@chemie.hu-berlin.de; Recommend Article Abstract Buy Article All articles of this category Abstract 3-Iodopyrazolo[1,5-a]pyrimidines 3 were easily obtained by direct iodination of pyrazolo[1,5-a]pyrimidines 2 with NIS and could be transformed into a series of new substituted 3-alkenyl-pyrazolo[1,5-a]pyrimidines 5 by Heck cross-coupling. Key Words heterocycles - pyrazolo[1,5-a]pyrimidines - iodination - Heck reaction Full Text References References <A NAME="RT00904SS-1">1</A> Novinson T. Bhooshan B. Okabe T. Revankar GR. Wilson HR. J. Med. Chem. 1976, 19: 512 <A NAME="RT00904SS-2">2</A> Senga K. Novinson T. Wilson HR. J. Med. Chem. 1981, 24: 610 <A NAME="RT00904SS-3">3</A> Suzuki M. Iwasaki H. Fujikawa Y. Sakashita M. Kitahara M. Sakoda R. Bioorg. Med. Chem. Lett. 2001, 11: 1285 <A NAME="RT00904SS-4">4</A> Almansa C. Arriba AF. Cavalcanti FL. Gomez LA. Miralles A. Forn J. J. Med. Chem. 2001, 44: 350 <A NAME="RT00904SS-5">5</A> Fraley ME. Rubino RS. Hoffman WF. Hambaugh SR. Thomas KA. Bioorg. Med. Chem. Lett. 2002, 12 : 3537 <A NAME="RT00904SS-6">6</A> Novinson T. Hanson R. Dimmitt MK. Simmon LN. Robins RK. O’Brien DE. J. Med. Chem. 1974, 17: 645 <A NAME="RT00904SS-7">7</A> Selleri S. Bruni F. Costagli C. Costanzo A. Guerrini G. Ciciani G. Costa B. Martini C. Bioorg. Med. Chem. 2001, 9: 2661 <A NAME="RT00904SS-8">8</A> Kirkpatrick WE. Okabe T. Hillyard IW. Robin RK. Dren AT. J. Med. Chem. 1977, 20: 386 <A NAME="RT00904SS-9">9</A> Karanik M. Pätzel M. Liebscher J. Synthesis 2003, 1201 <A NAME="RT00904SS-10A">10a</A> Li JJ. Gribble GW. Palladium in Heterocyclic Chemistry Pergamon; Oxford: 2000. <A NAME="RT00904SS-10B">10b</A> Kalinin VN. Synthesis 1991, 413 <A NAME="RT00904SS-10C">10c</A> Sakamoto T. Kondo Y. Yamanaka H. Heterocycles 1988, 27: 2225 <A NAME="RT00904SS-11">11</A> Shioto T. Yamamori T. J. Org. Chem. 1999, 64: 453 <A NAME="RT00904SS-12">12</A> Vattoly JM. Jaya PJ. John MJS. Dileep K. Adv. Synth. Catal. 2003, 345: 620 <A NAME="RT00904SS-13A">13a</A> Heck RF. Norry JP. J. Org. Chem. 1972, 37: 2320 <A NAME="RT00904SS-13B">13b</A> Whitcombe NJ. Hii KK. Gibson SE. Tetrahedron 2001, 57: 7449 <A NAME="RT00904SS-13C">13c</A> Kundu NG. Nandi B. J. Org. Chem. 2001, 66: 4563 <A NAME="RT00904SS-14">14</A> Bellec C. Lhommet G. J. Heterocycl. Chem. 1995, 32: 1793 <A NAME="RT00904SS-15A">15a</A> Petrov AA. Emelina EE. Firsov AV. Russ. J. Org. Chem. 2000, 36: 1027 <A NAME="RT00904SS-15B">15b</A> Danagulyan GG. Pannosyan GA. Boyakhchyan AP. Chem. Heterocycl. Comp. 2002, 38: 581 <A NAME="RT00904SS-15C">15c</A> Emelina EE. Petrov AA. Firsov AV. Russ. J. Org. Chem. 2001, 37: 899 <A NAME="RT00904SS-16">16</A> Allen WE. Fowler CJ. Lynch VM. Sessler JL. Chem.-Eur. J. 2001, 7: 721 <A NAME="RT00904SS-17A">17a</A> Nugent RA. Dunn CJ. Staite ND. Murphy MJ. Schlachter ST. Aspar DG. Shields SK. Galinet L. Phosphorus, Sulfur, Silicon Relat. Elem. 1996, 109-110: 229 <A NAME="RT00904SS-17B">17b</A> Krasovsky AL. Hartulyari AS. Nenajdenko VG. Balenkova ES. Synthesis 2002, 133 <A NAME="RT00904SS-18A">18a</A> Kirkpatrick WE. Okabe T. Hillyard IW. Robins RK. Dren AT. Novinson T. J. Med. Chem. 1977, 20: 389 <A NAME="RT00904SS-18B">18b</A> Elmoghayar MRH. Ibrahim MKA. El-Sakka I. Elghandour HH. Elnagdi MH. Arch. Pharm. (Weinheim, Ger) 1983, 316: 697 <A NAME="RT00904SS-19">19</A> Liebscher J. Neumann B. Hartmann H. J. Prakt. Chem. 1983, 325: 915 <A NAME="RT00904SS-20">20</A> Hartmann H. Liebscher J. Synthesis 1984, 276