基于異腈的多組分反應(yīng)構(gòu)建功能化雜環(huán)化合物骨架-wenkub.com
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【正文】 Azad, L.。 Monatsh. Chem., 2009,140,397–400.[17] AnaryAbbasinejad, M.。 Moradi, L.。 Li, G. Y., Zhang, G. L., Helv. Chem. Acta., 2011, 94, 105–110.[13] Yavari, I.。 Nazem, F.。 Bazhrang, R., Tetrahedron Lett., 2010, 66, 259–264. [4] Adib M. et al., Tetrahedron.,2007, 48, 4195–4198.[5] Yavari I., Tetrahedron.,2003, 59, 9409–9412.[6] Baharfar, R. et al,Monatsh. Chem.,2010, 141, 213–218[7] Yavari, I.。 Chen, J. J. Tetrahedron Lett. 2003, 44, 5121.[2] Adib, M.。參考文獻(xiàn)：[1] Portlock, D. E.。使用丁炔二酸二乙酯重復(fù)，可得到與丁炔二酸二甲酯相同結(jié)論，通過比較可知使用丁炔二酸二乙酯產(chǎn)率由于位阻效應(yīng)而使得產(chǎn)率低于同等條件下使用丁炔二酸二甲酯產(chǎn)率。在此最佳條件下，對(duì)不同反應(yīng)底物進(jìn)行實(shí)驗(yàn)，計(jì)算產(chǎn)率檢驗(yàn)反應(yīng)普適性。結(jié)果發(fā)現(xiàn)在非質(zhì)子性溶劑中產(chǎn)率遠(yuǎn)高于質(zhì)子性溶劑，我們猜測(cè)可能是質(zhì)子性溶劑中活潑氫與1,3偶極子作用，從而影響了反應(yīng)產(chǎn)率。圖八 產(chǎn)物單晶X射線衍射圖 我們對(duì)反應(yīng)可能發(fā)生的機(jī)理進(jìn)行了推測(cè)（圖九）?；衔锉碚鲾?shù)據(jù)：Dimethyl2(tertbutylamino)5cyano6(1methyl1Hindol3yl)4Hpyran3,4dicarboxylateMP162165oC.1H NMR (DMSO, 400 MHz) δ (s, 1H), (s, 1H), (m, 2H), (m, 2H), (s, 1H), (s, 3H), (s, 3H), (s, 3H), (s, 9H).13C NMR (CDCl3, 75 MHz) δ , , , , , , , , , , , , , , , , , , , .IR (cm1) 3247,3165,3118,2916,2212,1745,1680,1525,1442,1295,1205,1089.HRMS (ESI) m/z Calc. Found Dimethyl5cyano2(cyclohexylamino)6(1methyl1Hindol3yl)4Hpyran3,4dicarboxylateMP141143 oC1H NMR (DMSO, 400 MHz) δ (d, 1H, J = 8 Hz), (s, 1H), (d, 1H, J = 8 Hz), (d, 1H, J = 8 Hz), (t, 1H, J = 8 Hz), (t, 1H, J = 8 Hz), (s, 1H), (s, 3H), (s, 3H), (s, 3H), (m, 2H), (m, 2H), (m, 1H), (m, 6H).13C NMR (DMSO, 75 MHz) δ , , , , , , , , , , , , , , , , , , , , , , .IR (cm1) 3252,3173,2932,2203,1735,1630,1527,1447,1291,1185,1087 HRMS (ESI)m/z Calc. Found Dimethyl6(1benzyl1Hindol3yl)2(tertbutylamino)5cyano4Hpyran3,4dicarboxylateMP oC1H NMR (DMSO, 400 MHz) δ (s, 1H), (m, 2H), (m, 7H), (s, 2H), (s, 1H), (s, 3H), (s, 3H), (s, 9H).13C NMR (DMSO, 75 MHz) δ , , , , , , , , , , , , , , , , , , , , , , , , .IR(cm1) 3269,3170,2954,2203,1740,1658,1544,1447,1384,1302,1165,1079.HRMS (ESI) m/z Calc. Found .Dimethyl6(1benzyl1Hindol3yl)5cyano2(cyclohexylamino)4Hpyran3,4dicarboxylate MP 163163 oC1H NMR (DMSO, 400 MHz) δ (d, 1H, J = 8 Hz), (s, 1H), (d, 1H, J = 8 Hz), (d, 1H, J = 8 Hz), (m, 7H), (s, 2H) , (s, 1H), (s, 3H), (s, 3H), (m, 2H), (m, 2H), (m, 1H), (m, 6H).13C NMR (DMSO, 75 MHz) δ , , , , , , , , , , , , , , , , , , , , , , , , , .IR(cm1) 3260,3130,3027,2931,2200,1739,1668,1525,1448,1373,1290,1181,1081.HRMS (ESI) m/z Calc. Found .Dimethyl2(tertbutylamino)5cyano6(1hexyl1Hindol3yl)4Hpyran3,4dicarboxylateMP oC1H NMR (DMSO, 400 MHz) δ (s, 1H), (s, 1H), (dd, 2H, J = 8,8 Hz), (m, 2H) , (t, 2H, J = 8 Hz), (s, 1H), (s, 3H), (s, 3H), (m, 2H), (s, 9H), (m, 6H), (t, 3H, J = 8 Hz).13C NMR (DMSO, 75 MHz) δ , , , , , , , , , , , , , , , , , , , , , , , , , . IR(cm1) 3259,3176,3114,2937,2212,1750,1656,1520,1445,1382,1299,1171,1085 HRMS (ESI) m/z Calc. .Dimethyl5cyano2(cyclohexylamino)6(1hexyl1Hindol3yl)4Hpyran3,4dicarboxylateMP oC1H NMR (DMSO, 400 MHz) δ (d, 1H, J = 8 Hz), (s, 1H), (dd, 2H, J = 4 , 8 Hz), (m, 2H) , (t, 2H , J = 8 Hz), (s, 1H), (s, 3H), (s, 3H), (m, 2H), (m, 2H), (m, 2H), (m, 1H), (m, 12H), (m, 3H).13C NMR (DMSO, 75 MHz) δ , , , , , , , , , , , , , , , , , , , , , , , , , , , .IR(cm1) 3244,3132,2940,2202,1739,1685,1525,1445,1074 HRMS (ESI) m/z Calc. Found .Dimethy
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