Journal of Sulfur Chemistry 35
4.2.36. 4-(2,4-Dimethoxyphenylthio)benzaldehyde (Table 3, Entry 23, 4w)
White solid (30), m.p.: 124–126 ◦C. 1H NMR (CDCl3, 300 MHz): δ 3.79 (s, 3H), 3.87 (s, 3H),
6.62 (m, 2H), 7.11 (dd, J = 6.8, 4.8 Hz, 2H), 7.53 (m, 1H), 7.74 (m, 2H), 9.87 (s, 1H); 13C NMR
(75 MHz, CDCl3): 55.56, 56.01, 99.58, 105.81, 125.49, 129.92, 133.15, 136.66, 148.37, 160.39,
161.28, 191.22.
4.2.37. 4-(2-Isopropylphenylthio)benzaldehyde (Table 3, Entry 24, 4x)
Yellow oil (30). 1H NMR (CDCl3, 300 MHz): δ 1.18 (s, 3H), 1.20 (s, 3H), 3.58 (q, J = 1.8 Hz,
1H), 7.12 (d, J = 8.3 Hz, 2H), 7.27 (m, 1H), 7.45 (d, J = 4.2 Hz, 2H), 7.52 (d, J = 8.3 Hz,
1H), 7.71 (d, J = 8.3 Hz, 2H), 9.89 (s, 1H); 13C NMR (75 MHz, CDCl3): 23.74, 31.02, 126.52,
126.74, 127.14, 130.11, 130.48, 130.57, 133.37, 136.73, 148.38, 152.75, 191.20.
References
(1) Arguello, J.E.; Schmidt, L.C.; Penenory, A.B. Org. Lett. 2003, 5, 4133–4136.
(2) Bates, C.G.; Gujadhur, R.K.; Venkataraman, D. Org. Lett. 2002, 4, 2803–2806.
(3) Savarin, C.; Srogl, J.; Liebeskind, L.S. Org. Lett. 2002, 4, 4309–4312.
(4) Kondo, T.; Mitsudo, T. Chem.Rev. 2000, 100, 3205–3220.
(5) Fernandez-Rodriguez, M.A.; Shen, Q.; Hartwig, J.F. J. Am. Chem. Soc. 2006, 128, 2180–2181.
(6) Itoh, T.; Mase, T. Org. Lett. 2004, 6, 4587–4590.
(7) Murata, M.; Buchwald, S.L. Tetrahedron 2004, 60, 7397–7403.
(8) Chen, Y.-J.; Chen, H.-H. Org. Lett. 2006, 8, 5609–5612.
(9) Ley, S.V.; Thomas, A.W. Angew. Chem. Int. Ed. 2003, 42, 5400–5449.
(10) Duan, Z.; Sadananda, R.; Zhang, P.; Liu, X. Chem. Eur. J. 2009, 15, 3666–3669.
(11) Lindery, J. Tetrahedron 1984, 40, 1433–1456.
(12) Buranaprasertsuk, P.; Chang, W.W.; Chavasiri, W.; Chan, W.H. Tetrahedron Lett. 2008, 49, 2023–2025.
(13) Sadananda, R.; Duan, Z.; Zhang, P.; Liu, X. Org. Lett. 2010, 12, 4134–4136.
(14) Dallinger, D.; Kappe, C.O. Chem. Rev. 2007, 107, 2563–2591.
(15) Chanda, A.; Fokin, V.V. Chem. Rev. 2009, 109, 725–748.
(16) Li, C.-J.; Chan, T.-H. Organic Reactions in Aqueous Media; John Wiley & Sons: New York, 1997.
(17) Pirrung, M.C. Chem. Eur. J. 2006, 12, 1312–1317.
(18) Horvath, I.T.; Anastas, P.T. Chem. Rev. 2007, 107, 2167–2168.
(19) Rout, L.; Saha, P.; Jammi, S.; Punniyamurthy, T. Eur. J. Org. Chem. 2008, 4, 640–643.
(20) Rajni, H.-K. Mol. Biotechnol. 2001, 19, 269–277.
(21) Guo, S.R.; Yuan, Y.Q. J. Chem. Res. 2009, 12, 745–749.
(22) Guo, S.; Yuan, Y.; Wang, Y.; Zheng, Y. Chin. J. Org. Chem. 2010, 30, 60–65.
(23) Xie, X.; Cai, G.; Ma, D. Org. Lett. 2005, 7, 4693–4695.
(24) Ma, D.; Cai, Q. Acc. Chem. Res. 2008, 41, 1450–1460.
(25) Lv, X.; Wang, Z.; Bao, W. Tetrahedron. 2006, 62, 4756–4761.
(26) Wong, Y.-C.; Jayanth, T.T.; Cheng, C.-H. Org. Lett. 2006, 8, 5613–5616.
(27) Wang, L.; Chen, Z.-C. Synthetic Commun. 2001, 31, 1227–1232.
(28) Clotilde, M.-C.; Spindler, J.-F.; Perrioa, S.; Beslina, P. Tetrahedron 2005, 61, 5253–5259.
(29) Sreedhar, B.; Reddy, S.P.; Reddy, M.A. Synthesis 2009, 1732–1738.
(30) Guo, S.-R.; Yuan, Y.-Q.; Wang, L.-J. J. Sulfur Chem. 2009, 30, 10–16.
(31) Sperotto, E.; van Klink, G.P.M.; de Vries, J.G.; van Koten, G. J. Org. Chem. 2008, 73, 5625–5628.
(32) Manuel, A.F.; Shen, Q.; John, F.H. J. Am. Chem. Soc. 2006, 128, 2180–2181.
(33) Prasad, D.J.C.; Sekar, G. Synthesis 2010, 79–84.
(34) Zhang, H.; Cao, W.; Ma, D. Synth. Commun. 2007, 37, 25–35.
(35) Rout, L.; Sen, T.K.; Punniyamurthy, T. Angew. Chem. Int. Ed. Engl. 2007, 46, 5583–5586.
(36) Jogdand, N.R.; Shingate, B.B.; Shingare, M.S. Tetrahedron Lett. 2009, 50, 6092–6094.