化学合成。
有机合成
合成路线 1(1. 合成:609-67-6)
产率:100%
合成条件:for 2 h; Reflux
实验步骤:通用方法:将各种羧酸(1.0mmol),过量亚硫酰氯(5mL)的混合物回流2小时,真空浓缩,得到相应的酰氯(定量)。
参考文献:
- [1] Journal of Medicinal Chemistry, 1994, vol. 37, # 12, p. 1737 - 1739 [2] Chinese Chemical Letters, 2013, vol. 24, # 8, p. 673 - 676 [3] Patent: WO2015/137750, 2015, A1. Location in patent: Paragraph 1245; 1246 [4] Organometallics, 2013, vol. 32, # 11, p. 3220 - 3226 [5] Synlett, 1999, # 11, p. 1763 - 1765 [6] Synthetic Communications, 1998, vol. 28, # 13, p. 2467 - 2481 [7] Bioorganic and Medicinal Chemistry Letters, 2017, vol. 27, # 3, p. 537 - 541 [8] European Journal of Organic Chemistry, 1998, # 4, p. 671 - 678 [9] Journal of the Chemical Society, 1904, vol. 85, p. 1269 [10] Journal of the American Chemical Society, 1925, vol. 47, p. 1119 [11] The Journal of pharmacy and pharmacology, 1961, vol. 13, p. 129 - 138 [12] Journal of Organic Chemistry, 1987, vol. 52, # 10, p. 1922 - 1930 [13] Bulletin of the Chemical Society of Japan, 1988, vol. 61, p. 3249 - 3254 [14] Journal of Organic Chemistry, 1974, vol. 39, # 14, p. 2084 - 2087 [15] Tetrahedron Letters, 1992, vol. 33, # 2, p. 165 - 168 [16] Journal of Organic Chemistry, 1991, vol. 56, # 23, p. 6573 - 6579 [17] Chemical and Pharmaceutical Bulletin, 1980, vol. 28, # 7, p. 2045 - 2051 [18] Pharmazie, 1981, vol. 36, # 8, p. 535 - 537 [19] Journal of the American Chemical Society, 1988, vol. 110, # 11, p. 3538 - 3542 [20] Journal of Organic Chemistry, 2003, vol. 68, # 24, p. 9517 - 9520 [21] Journal of Pharmaceutical Sciences, 1981, vol. 70, # 4, p. 439 - 442 [22] Polish Journal of Chemistry, 1992, vol. 66, # 7, p. 1105 - 1111 [23] Journal of the American Chemical Society, 2001, vol. 123, # 33, p. 8067 - 8079 [24] Journal of Organometalic Chemistry, 2002, vol. 645, # 1-2, p. 14 - 26 [25] Journal of Organic Chemistry, 1995, vol. 60, # 24, p. 8044 - 8050 [26] Journal of medicinal chemistry, 1996, vol. 39, # 6, p. 1220 - 1226 [27] Synthetic Communications, 1998, vol. 28, # 17, p. 3243 - 3248 [28] Pesticide Science, 1994, vol. 41, # 2, p. 139 - 148 [29] Tetrahedron, 2000, vol. 56, # 27, p. 4777 - 4792 [30] Chemical and Pharmaceutical Bulletin, 2000, vol. 48, # 6, p. 861 - 864 [31] Archiv der Pharmazie, 2001, vol. 334, # 2, p. 45 - 52 [32] Journal of Medicinal Chemistry, 2003, vol. 46, # 11, p. 2254 - 2257 [33] Bioorganic and Medicinal Chemistry, 2004, vol. 12, # 4, p. 795 - 806 [34] Tetrahedron Letters, 2003, vol. 44, # 17, p. 3483 - 3486 [35] Journal of the Chinese Chemical Society, 2003, vol. 50, # 3 A, p. 449 - 456 [36] Journal of the American Chemical Society, 2004, vol. 126, # 10, p. 3148 - 3162 [37] Synlett, 2005, # 2, p. 279 - 282 [38] Tetrahedron, 2005, vol. 61, # 47, p. 11204 - 11210 [39] Heterocycles, 2005, vol. 66, # 1, p. 527 - 530 [40] Journal of Organic Chemistry, 2006, vol. 71, # 16, p. 5864 - 5869 [41] Journal of Organic Chemistry, 2007, vol. 72, # 7, p. 2570 - 2582 [42] Journal of Organic Chemistry, 2000, vol. 65, # 17, p. 5114 - 5119 [43] Patent: WO2004/14918, 2004, A1. Location in patent: Page 25-26 [44] Patent: WO2005/28458, 2005, A1. Location in patent: Page/Page column 7-8 [45] Patent: US4579856, 1986, A [46] Patent: US4544661, 1985, A [47] Patent: US2006/287386, 2006, A1. Location in patent: Page/Page column 16 [48] Chemistry - A European Journal, 2008, vol. 14, # 4, p. 1238 - 1252 [49] Journal of the American Chemical Society, 2007, vol. 129, # 49, p. 15122 - 15123 [50] Tetrahedron Letters, 2008, vol. 49, # 10, p. 1609 - 1612 [51] Patent: WO2008/51404, 2008, A2. Location in patent: Page/Page column 69 [52] Journal of Medicinal Chemistry, 2008, vol. 51, # 7, p. 2137 - 2146 [53] Organic Letters, 2009, vol. 11, # 6, p. 1221 - 1223 [54] Tetrahedron Letters, 2009, vol. 50, # 34, p. 4866 - 4869 [55] Synthesis, 2009, # 14, p. 2385 - 2392 [56] Molecules, 2009, vol. 14, # 9, p. 3313 - 3338 [57] Synlett, 2009, # 19, p. 3127 - 3130 [58] Bioorganic and Medicinal Chemistry Letters, 2010, vol. 20, # 6, p. 1913 - 1917 [59] Journal of the American Chemical Society, 2010, vol. 132, # 20, p. 6908 - 6909 [60] European Journal of Medicinal Chemistry, 2010, vol. 45, # 7, p. 2854 - 2859 [61] Journal of Organic Chemistry, 2010, vol. 75, # 13, p. 4542 - 4553 [62] Journal of the Chilean Chemical Society, 2010, vol. 55, # 2, p. 240 - 243 [63] Tetrahedron, 2010, vol. 66, # 51, p. 9650 - 9654 [64] Organic Letters, 2010, vol. 12, # 23, p. 5394 - 5397 [65] Synlett, 2009, # 13, p. 2083 - 2088 [66] Synthetic Communications, 2011, vol. 41, # 1, p. 121 - 130 [67] Journal of Organic Chemistry, 2011, vol. 76, # 12, p. 4874 - 4883 [68] Synlett, 2011, # 13, p. 1835 - 1840 [69] Organic and Biomolecular Chemistry, 2011, vol. 9, # 16, p. 5863 - 5870 [70] Advanced Synthesis and Catalysis, 2011, vol. 353, # 11-12, p. 1933 - 1937 [71] Synthesis, 2011, # 19, p. 3195 - 3203 [72] Chemistry - A European Journal, 2011, vol. 17, # 45, p. 12773 - 12783 [73] Synthesis, 2011, # 21, p. 3435 - 3438 [74] Synthesis (Germany), 2012, vol. 44, # 11, p. 1711 - 1717 [75] Bioorganic and Medicinal Chemistry Letters, 2011, vol. 21, # 21, p. 6567 - 6572 [76] Chemical Communications, 2011, vol. 47, # 44, p. 12074 - 12076 [77] Tetrahedron, 2011, vol. 67, # 49, p. 9565 - 9575 [78] European Journal of Organic Chemistry, 2012, # 4, p. 669 - 672 [79] Tetrahedron Letters, 2012, vol. 53, # 11, p. 1354 - 1357 [80] Angewandte Chemie - International Edition, 2012, vol. 51, # 12, p. 2925 - 2929 [81] Chemistry - A European Journal, 2012, vol. 18, # 19, p. 5864 - 5868 [82] Synthesis, 2012, vol. 44, # 9, p. 1417 - 1426 [83] Angewandte Chemie - International Edition, 2012, vol. 51, # 21, p. 5170 - 5174 [84] Organic Letters, 2012, vol. 14, # 11, p. 2838 - 2841 [85] Chemistry - A European Journal, 2012, vol. 18, # 35, p. 10834 - 10838 [86] Chemical Communications, 2012, vol. 48, # 70, p. 8781 - 8783 [87] Patent: EP2505198, 2012, A1. Location in patent: Page/Page column 48 [88] Organic Letters, 2012, vol. 14, # 17, p. 4466 - 4469 [89] Organic and Biomolecular Chemistry, 2012, vol. 10, # 14, p. 2780 - 2786 [90] Chemical Communications, 2012, vol. 48, # 80, p. 9986 - 9988 [91] Journal of the American Chemical Society, 2012, vol. 134, # 43, p. 18148 - 18148,1 [92] Journal of the American Chemical Society, 2012, vol. 134, # 43, p. 18148 - 18148 [93] Synthesis, 2012, vol. 44, # 22, p. 3523 - 3533,11 [94] Synthesis (Germany), 2012, vol. 44, # 21, p. 3285 - 3295 [95] Chemical Communications, 2013, vol. 49, # 2, p. 190 - 192 [96] Journal of Organic Chemistry, 2012, vol. 77, # 24, p. 11283 - 11295 [97] Journal of the Indian Chemical Society, 2013, vol. 90, # 3, p. 381 - 385 [98] Chemical Communications, 2013, vol. 49, # 46, p. 5313 - 5315 [99] Tetrahedron, 2013, vol. 69, # 22, p. 4479 - 4487 [100] Organometallics, 2013, vol. 32, # 16, p. 4664 - 4676 [101] Chemical Communications, 2014, vol. 50, # 26, p. 3435 - 3438 [102] Journal of the American Chemical Society, 2014, vol. 136, # 12, p. 4472 - 4475 [103] Journal of the American Chemical Society, 2017, vol. 139, # 30, p. 10228 - 10231 [104] RSC Advances, 2013, vol. 3, # 38, p. 17271 - 17280 [105] Journal of Organic Chemistry, 2014, vol. 79, # 7, p. 2944 - 2954 [106] Organic and Biomolecular Chemistry, 2014, vol. 12, # 26, p. 4571 - 4575 [107] Chemical Communications, 2014, vol. 50, # 51, p. 6797 - 6800 [108] Advanced Synthesis and Catalysis, 2014, vol. 356, # 11-12, p. 2599 - 2608 [109] Journal of Medicinal Chemistry, 2014, vol. 57, # 15, p. 6393 - 6402 [110] Angewandte Chemie - International Edition, 2014, vol. 53, # 30, p. 7908 - 7912 [111] Angew. Chem., 2014, vol. 53, # 30, p. 8042 - 8046,5 [112] Journal of Organic Chemistry, 2014, vol. 79, # 22, p. 10988 - 10998