Synthesis, Table of Contents Synthesis 2022; 54(03): 655-657DOI: 10.1055/a-1648-7074 psp A Convenient Procedure for Sonogashira Reactions Using Propyne Joshua L. Alterman , George A. Kraus∗ Recommend Article Abstract Buy Article All articles of this category Abstract A modified Sonogashira coupling of aryl iodides and propyne was achieved using only two equivalents of propyne in THF from –78 °C to room temperature. Key words Key wordsSonogashira - cross coupling - propyne - ozonolysis - benzofuranone Full Text References References 1 Chinchilla R, Nájera C. Chem. Rev. 2007; 107: 874 2 Yang Q, Babij NR, Good S. Org. Process Res. Dev. 2019; 23: 2608 3a Zhang W, Kraft S, Moore JS. J. Am. Chem. Soc. 2004; 126: 329 3b Kim JT, Butt J, Gevorgyan V. J. Org. Chem. 2004; 69: 5638 3c Nelson ML, Ismail MY, McIntyre L, Bhatia B, Viski P, Rennie G, Andorsky D, Messersmith D, Stapleton K, Dumornay J. J. Org. Chem. 2003; 68: 5838 3d Berliner MA, Cordi EM, Dunetz JR, Price KE. Org. Process Res. Dev. 2010; 14: 180 3e Rudyanto M, Tomizawa Y, Morita H, Honda T. Org. Lett. 2008; 10: 1921 4 Capani JS, Cochran JE, Liang J. J. Org. Chem. 2019; 84: 9378 5 Abraham E, Suffert J. Synlett 2002; 328 6 Torigoe T, Ohmura T, Suginome M. Chem. Eur. J. 2016; 22: 10415 7 Znidar D, Hone CA, Inglesby P, Boyd A, Kappe CO. Org. Process Res. Dev. 2017; 21: 878 8 Nakamura K, Okubo H, Yamaguchi M. Synlett 1999; 549 9 Kim JH, Song T, Chung YK. Org. Lett. 2017; 19: 1248 10 Engler TA, Combrink KD, Ray JE. Synth. Commun. 1989; 19: 1735 11 Malpani YR, Biswas BK, Han HS, Jung YS, Han SB. Org. Lett. 2018; 20: 1693 12 Cruz FA, Dong VM. J. Am. Chem. Soc. 2017; 139: 1029 13 Zhang Q, Shi C, Zhang HR, Wang KK. J. Org. Chem. 2000; 65: 7977 14 Iqbal N, Iqbal N, Maiti D, Cho EJ. Angew. Chem. Int. Ed. 2019; 58: 15808 15 Alterman JL, Vang DX, Stroud MR, Halverson LJ, Kraus GA. Org. Lett. 2020; 22: 7424 16a Yang Y, Yi S, Renhua F. Org. Lett. 2009; 11: 5174 16b Brewer JD, Davidson J, Elix JA, Leppik RA. Aust. J. Chem. 1971; 24: 1883
