2003
DOI: 10.1081/scc-120015715
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A Simple and Convenient Procedure for the Conversion of Esters to Secondary Amides

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Cited by 41 publications
(19 citation statements)
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“…(3ae): Isolated as a white solid, mp 106-108 o C (lit25 mp 108-109 o C); IR: 3327, 1642 cm -1 ; 1 H NMR (CDCl 3 ): δ 7.79 (d, J = 7.6 Hz, 2H), 7.50 (t, J = 7.4 Hz, 1H), 7.43 (t, J = 7.4 Hz, 2H), 7.37-7.27 (complex, 5H), 6.43 (s, 1H), 4.65 (d, J = 5.6 Hz, 2H);13 C NMR (101 MHz, CDCl 3 ): δ 167.3, 138.2, 134.4, 131.6, 128.8, 128.6, 127.9, 127.7, 126.9, 44.2. HRMS [ESI] calcd for C 14 H 14 NO [M + H] + : 212.1075, found: 212.1078.4.4.2.…”
mentioning
confidence: 99%
“…(3ae): Isolated as a white solid, mp 106-108 o C (lit25 mp 108-109 o C); IR: 3327, 1642 cm -1 ; 1 H NMR (CDCl 3 ): δ 7.79 (d, J = 7.6 Hz, 2H), 7.50 (t, J = 7.4 Hz, 1H), 7.43 (t, J = 7.4 Hz, 2H), 7.37-7.27 (complex, 5H), 6.43 (s, 1H), 4.65 (d, J = 5.6 Hz, 2H);13 C NMR (101 MHz, CDCl 3 ): δ 167.3, 138.2, 134.4, 131.6, 128.8, 128.6, 127.9, 127.7, 126.9, 44.2. HRMS [ESI] calcd for C 14 H 14 NO [M + H] + : 212.1075, found: 212.1078.4.4.2.…”
mentioning
confidence: 99%
“…Transition metal catalysts have also been used to couple amines and azides with a variety of substrates such as carboxylic acids, aldehydes, alcohols, alkynes and aryl halides [13][14][15]. Esters are key features in several organic synthesis substrates and have also been reported as useful substrates for amide coupling under acidic or basic conditions [16][17][18][19][20]. Some of the recent reports in direct ester amidation reactions include the use of lanthanum trifluoromethanesulfonate (Ln(Otf) 3 ) in low catalyst loading as reported by Ohshima and co-workers [21].…”
Section: Introductionmentioning
confidence: 99%
“…24 One step method may be advantageous over conventional method as it would generate fewer by-products and required less purification steps. For the aminolysis of esters and carboxylic acids, in literature, indium triiodide 25 , group (IV) metal alkoxide complexes 26 , CdO and SnCl 2 in ionic medium were employed. Use of homogeneous catalyst for the synthesis of fatty acid amides generates the contaminated product and hence, tedious purification step is inevitable which generate large amount of effluents.…”
Section: Introductionmentioning
confidence: 99%