2013
DOI: 10.1016/j.tet.2013.05.100
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One-pot synthesis of arylated 1-methyl-1H-indoles by Suzuki–Miyaura cross-coupling reactions of 2,3-dibromo-1-methyl-1H-indole and 2,3,6-tribromo-1-methyl-1H-indole

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Cited by 20 publications
(11 citation statements)
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“…SMC reactions of N -Me- 186 and to a lesser extent N -PhSO 2 -2,3-dibromoindoles 187 occur preferentially at C2. Moreover, N -Me-2,3,6-tribromoindole reacts at C2 then C6 then C3.…”
Section: Key Heteroarene Ring-systems On a Case-by-case Basismentioning
confidence: 96%
“…SMC reactions of N -Me- 186 and to a lesser extent N -PhSO 2 -2,3-dibromoindoles 187 occur preferentially at C2. Moreover, N -Me-2,3,6-tribromoindole reacts at C2 then C6 then C3.…”
Section: Key Heteroarene Ring-systems On a Case-by-case Basismentioning
confidence: 96%
“…We envisaged that our goal could be achieved through sequential two-step reaction of 1 with the corresponding arylboronic acids. Such approach was widely applied by many research teams in the construction of polyarylated benzenes [ 56 ], pyridines [ 57 60 ], thiophenes [ 61 – 62 ], quinoxalines [ 63 ], pyrazoles [ 64 ] pyrroles [ 65 ], pyrimidines [ 66 67 ], benzofuranes [ 68 ], imidazo[1,2- a ]pyridines [ 69 ], diaryl/heteroaryl methanes [ 70 ], and indoles [ 71 ], bearing differently substituted arene rings. An elegant approach to variously arylated pentaarylpyridines was recently proposed by Reimann et al [ 60 ].…”
Section: Resultsmentioning
confidence: 99%
“…The whole compounds 3, CMIBP, MIBPBD have been prepared as described previously [18][19][20][21][22][23][24][25][26][27][28][29]. A mixture of compound (3) (0.20 g, 1.032 mmol), 4phenylenediamin (0.167 g, 1.54 mmol) and solution of HCl /ethanol 1.25M (842μL, 1.032 mmol) in n-butanol (5 mL) were heated with stirring in a pressure vial for 16 h at 180°C.…”
Section: Synthesis Of Nmentioning
confidence: 99%