Нуклеофильное раскрытие донорно-акцепторных циклопропанов азид-ионом в синтезе N-гетероциклов (1105641), страница 30
Текст из файла (страница 30)
B. Snider, Y. Ahn, S. M. O’Hare // Org.Lett. – 2001. – V. 3. – № 26. – P. 4217–4220.51. Katamreddy, S. R. Discovery of 6,7-dihydro-5H-pyrrolo[2,3-a]pyrimidines as orally available Gprotein-coupled receptor 119 agonists. / S. R. Katamreddy, A. J. Carpenter, C. E. Ammala, E. E.Boros, R. L. Brashear, C. P.
Briscoe, S. R. Bullard, R. D. Caldwell, C. R. Conlee, D. K. Croom, S. M.Hart, D. O. Heyer, P. R. Johnson, J. A. Kashatus, D. J. Minick, G. E. Peckham, S. A. Ross, S. G.Roller, V. A. Samano, H. R. Sauls, S. M. Tadepalli, J. B. Thompson, Y. Xu, J. M. Way // J. Med.Chem.
– 2012. – V. 55. – № 24. – P. 10972–10994.52. Danishefsky, S. Intramolecular homoconjugate addition. Simple entry to functionalizedpyrrolizidines and indolizidines / S. Danishefsky, J. Dynak // J. Org. Chem. – 1974. – V. 39. – № 13. –P. 1979–1980.53. Danishefsky, S. Kinetically controlled total syntheses of dl-trachelanthamidine and dlisoretronecanol / S. Danishefsky, R. McKee, R. K. Singh // J. Am. Chem. Soc.
– 1977. – V. 99. – №14. – P. 4783–4788.54. Danishefsky, S. Approaches to the synthesis of the mitomycins. A route to the mitosanes involvingactivated cyclopropanes / S. Danishefsky, J. Regan, R. Doehner // J. Org. Chem. – 1981. – V. 46. – №26. – P. 5255–5261.55. Celerier, J. P. Heterocyclization of primary amines with highly activated cyclopropanes: a newroute to isoretronecanol / J. P. Celerier, M. Haddad, D. Jacoby, G. Lhommet // Tetrahedron Lett. –1987.
– V. 28. – № 52. – P. 6597–6600.56. David, O. Enamino ester reduction: a short enantioselective route to pyrrolizidine and indolizidinealkaloids. Synthesis of (+)-laburnine, (+)-tashiromine, and (−)-isoretronecanol / O. David, J. Blot, C.Bellec, M.-C. Fargeau-Bellassoued, G. Haviari, J.-P.
Célérier, G. Lhommet, J.-C. Gramain, D.Gardette // J. Org. Chem. – 1999. – V. 64. – № 9. – P. 3122–3131.57. Jacoby, D. Regiospecific synthesis of dihydropyrroles / D. Jacoby, J. P. Celerier, G. Haviari, H.Petit, G. Lhommet // Synthesis – 1992.
– V. 1992. – № 9. – P. 884–887.16658. Wurz, R. P. Doubly activated cyclopropanes as synthetic precursors for the preparation of 4-nitroand 4-cyano-dihydropyrroles and pyrroles / R. P. Wurz, A. B. Charette // Org. Lett. – 2005. – V. 7. –№ 12. – P. 2313–2316.59. Wang, Y. Transition metal-free generation of the acceptor/acceptor-carbene via α-elimination:synthesis of fluoroacetyl cyclopropanes / Y. Wang, J. Han, J.
Chen, W. Cao // Chem. Commun. –2016. – V. 52. – № 41. – P. 6817–6820.60. Nambu, H. Ring-opening cyclization of cyclohexane-1,3-dione-2-spirocyclopropanes with amines:rapid access to 2-substituted 4-hydroxyindole / H. Nambu, M. Fukumoto, W. Hirota, T. Yakura // Org.Lett. – 2014. – V. 16. – № 15. – P. 4012–4015.61. Nambu, H. An efficient synthesis of cycloalkane-1,3-dione-2-spirocyclopropanes from 1,3cycloalkanediones using (1-aryl-2-bromoethyl)-dimethylsulfonium bromides: application to a one-potsynthesis of tetrahydroindol-4(5H)-one / H. Nambu, M.
Fukumoto, W. Hirota, N. Ono, T. Yakura //Tetrahedron Lett. – 2015. – V. 56. – № 29. – P. 4312–4315.62. Martin, M. C. Functionalized 4-carboxy- and 4-keto-2,3-dihydropyrroles via Ni(II)-catalyzednucleophilic amine ring-opening cyclizations of cyclopropanes / M.
C. Martin, D. V. Patil, S. France //J. Org. Chem. – 2014. – V. 79. – № 7. – P. 3030–3039.63. Xia, Y. Asymmetric synthesis of 2,3-dihydropyrroles by ring-opening/cyclization of cyclopropylketones using primary amines / Y. Xia, X. Liu, H. Zheng, L. Lin, X. Feng // Angew. Chem. Int. Ed.
–2015. – V. 54. – № 1. – P. 227–230.64. Zhang, Z. Catalyst-free domino reaction of 1-acryloyl-1-N-arylcarbamylcyclopropanes withamines: one-pot approach to 2,3,6,7-tetrahydro-1H-pyrrolo[3,2-c]pyridin-4(5H)-ones / Z. Zhang, F.Zhang, H. Wang, H. Wu, X. Duan, Q. Liu, T. Liu, G. Zhang // Adv. Synth. Catal. – 2015. – V. 357. –№ 12. – P. 2681–2686.65.
Zhang, Z. Synthesis of multisubstituted pyrroles from doubly activated cyclopropanes using aniron-mediated oxidation domino reaction / Z. Zhang, W. Zhang, J. Li, Q. Liu, T. Liu, G. Zhang // J.Org. Chem. – 2014. – V. 79. – № 22. – P. 11226–11233.66. Kaschel, J.
Symmetric and unsymmetric 3,3′-linked bispyrroles via ring-enlargement reactions offuran-derived donor–acceptor cyclopropanes / J. Kaschel, T. F. Schneider, D. Kratzert, D. Stalke, D.B. Werz // Org. Biomol. Chem. – 2013. – V. 11. – № 21. – P. 3494–3509.67. Wang, P. InBr3-Mediated one-pot synthesis of 2-(polyhydroxylatedalkyl)-N-aryl-/-alkylpyrrolesfrom 1,2-cyclopropa-3-pyranone and amines / P. Wang, S. Song, Z. Miao, G. Yang, A. Zhang // Org.Lett. – 2013.
– V. 15. – № 15. – P. 3852–3855.16768. Shen, X. Zn(OTf)2 promoted rearrangement of 1,2-cyclopropanated sugars with amines: aconvenient method for the synthesis of 3-polyhydroxyalkyl-substituted pyrrole derivatives / X. Shen, J.Xia, P. Liang, X. Ma, W. Jiao, H. Shao // Org. Biomol. Chem. – 2015. – V. 13. – № 44.
– P. 10865–10873.69. Maruoka, H. Synthesis of substituted 3-pyrrolidinecarbonitriles / H. Maruoka, F. Okabe, K.Yamagata // J. Heterocycl. Chem. – 2007. – V. 44. – № 1. – P. 201–203.70. Fu, Q. Efficient synthesis of polysubstituted pyrrole-3-carbonitriles via reactions of 1,1-dicyano2,3-diarylcyclopropanes with aromatic imines / Q. Fu, C. Yan // Tetrahedron Lett.
– 2011. – V. 52. –№ 34. – P. 4497–4500.71.Ren,Z.Anovelsynthesisof5-aryl-3-phenylpyrazolefrom2-aryl-3-benzoyl-1,1-cyclopropanedicarbonitrile and hydrazine / Z. Ren, W. Cao, J. Chen, Y. Wang, W. Ding // J.Heterocycl. Chem. – 2006. – V. 43. – № 2. – P. 495–497.72. Cao, W. A facile preparation of trans-1,2-cyclopropanes containing p-trifluoromethylphenyl groupand its application to the construction of pyrazole and cyclopropane ring fused pyridazinonederivatives / W.
Cao, H. Zhang, J. Chen, H. Deng, M. Shao, L. Lei, J. Qian, Y. Zhu // Tetrahedron –2008. – V. 64. – № 28. – P. 6670–6674.73. Jackson, S. K. Stereodivergent methodology for the synthesis of complex pyrrolidines / S. K.Jackson, A. Karadeolian, A. B. Driega, M. A. Kerr // J. Am. Chem. Soc. – 2008. – V. 130. – № 12. –P. 4196–4201.74. Lebold, T. P.
Stereodivergent synthesis of fused bicyclopyrazolidines: access to pyrazolines andpyrrolidines / T. P. Lebold, M. A. Kerr // Org. Lett. – 2009. – V. 11. – № 19. – P. 4354–4357.75. Lebold, T. P. Zn(II)-Catalyzed synthesis of piperidines from propargyl amines and cyclopropanes /T. P. Lebold, A. B.
Leduc, M. A. Kerr // Org. Lett. – 2009. – V. 11. – № 16. – P. 3770–3772.76. Du, D. A novel ring-opening based tandem domino process of an activated vinyl cyclopropane / D.Du, Z. Wang // Tetrahedron Lett. – 2008. – V. 49. – № 6. – P. 956–959.77. Li, L. 1,4-Diazabicyclo[2.2.2]octane-mediated ring opening of 1-acetylcyclopropanecarboxamidesand its application to the construction of 3-alkylated γ-lactams / L. Li, E. Wei, S.
Lin, B. Liu, F. Liang// Synlett – 2014. – V. 25. – № 16. – P. 2271–2274.78. Lin, S. DABCO-catalyzed ring opening of activated cyclopropanes and recyclization leading to γlactams with an all-carbon quaternary center / S. Lin, L. Li, F. Liang, Q. Liu // Chem. Commun. –2014. – V. 50. – № 72. – P. 10491–10494.16879. King, L. C. Preparation, structure and configuration of some salts derived from 6-i-cholestadieneand i-cholesten-6-one / L.
C. King // J. Am. Chem. Soc. – 1948. – V. 70. – № 8. – P. 2685–2686.80. Morra, N. A. Synthesis of indolizines and benzoindolizines by annulation of donor-acceptorcyclopropanes with electron-deficient pyridines and quinolines / N. A. Morra, C. L. Morales, B.Bajtos, X. Wang, H. Jang, J. Wang, M. Yu, B. L. Pagenkopf // Adv.
Synth. Catal. – 2006. – V. 348. –№ 16-17. – P. 2385–2390.81. Liu, J. Formal [3+2] cycloaddition of 1-cyanocyclopropane 1-ester with pyridine, quinoline orisoquinoline: a general and efficient strategy for construction of cyanoindolizine skeletons / J. Liu, L.Zhou, W. Ye, C. Wang // Chem. Commun. – 2014. – V. 50. – № 65.
– P. 9068–9071.82. Harrington, P. The high pressure reaction of cyclopropanes with indoles catalyzed by ytterbiumtriflate / P. Harrington, M. A. Kerr // Tetrahedron Lett. – 1997. – V. 38. – № 34. – P. 5949–5952.83. Kerr, M. A. The annulation of 3-alkylindoles with 1,1-cyclopropanediesters / M. A. Kerr, R. G.Keddy // Tetrahedron Lett. – 1999. – V. 40. – № 31. – P.
5671–5675.84. England, D. B. Cyclopentannulation of 3-alkylindoles: a synthesis of a tetracyclic subunit of thekopsane alkaloids / D. B. England, T. D. O. Kuss, R. G. Keddy, M. A. Kerr // J. Org. Chem. – 2001. –V. 66. – № 13. – P. 4704–4709.85. England, D. B. The reactions of 3-alkylindoles with cyclopropanes: an unusual rearrangementleading to 2,3-disubstitution / D. B. England, T. K. Woo, M. A. Kerr // Can. J.
Chem. – 2002. – V. 80.– № 8. – P. 992–998.86. Emmett, M. R. Nucleophilic ring opening of cyclopropane hemimalonates using internal Brønstedacid activation / M. R. Emmett, M. A. Kerr // Org. Lett. – 2011. – V. 13. – № 16. – P. 4180–4183.87. Grover, H. K. Tandem cyclopropane ring-opening/Conia-ene reactions of 2-alkynyl indoles: a[3+3] annulative route to tetrahydrocarbazoles / H. K.
Grover, T. P. Lebold, M. A. Kerr // Org. Lett. –2011. – V. 13. – № 2. – P. 220–223.88. Bajtos, B. C-2/C-3 Annulation and C-2 alkylation of indoles with 2-alkoxycyclopropanoate esters /B. Bajtos, M. Yu, H. Zhao, B. L. Pagenkopf // J. Am. Chem. Soc. – 2007. – V. 129. – № 31. – P.9631–9634.89. Bajtos, B. Synthesis of tetrahydroisoquinocarbazoles via C-2 alkylation of indoles with 2alkoxycyclopropanoate esters / B. Bajtos, B.
L. Pagenkopf // Org. Lett. – 2009. – V. 11. – № 13. – P.2780–2783.16990. Espejo, V. R. Cyclopropylazetoindolines as precursors to C(3)-quaternary-substituted indolines /V. R. Espejo, X.-B. Li, J. D. Rainier // J. Am. Chem. Soc. – 2010. – V. 132. – № 24. – P. 8282–8284.91. Chung, S. W. One-pot (1-ethoxycarbonylcyclopropyl)triphenylphosphonium tetrafluoroboratering-opening and Wittig reaction / S. W.