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Amida do ácido cinâmico – R5

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Posição   R-7(R-5) 

(CDCl3)

 (E)- N -(4-chloro-benzyl)-3-phenyl-acrylamide 2d

King, 2013

(E)-N-(4-

chlorophenyl)cinnama

mide

δH δC δH δH

1 - 134,77 (C) -

2 7,53 (m, 2H) 129,00 (CH) 7.46 – 7.52 (2H, m) 7.59 (d, J 8.0, 2H)

3 7,39 (m, 3H) 129,00 (CH) 7.20 – 7.40 (7H, m) 7.53–7.55 (m, 3H)

4 7,39 (m, 3H) 127,27 (CH) 7.20 – 7.40 (7H, m) 7.53–7.55 (m, 3H)

5 7,39 (m, 3H) 129,00 (CH) 7.20 – 7.40 (7H, m) 7.53–7.55 (m, 3H)

6 7, 53 (m, 2H) 129,00 (CH) 7.46 – 7.52 (2H, m) 7.59 (d, J 8.0, 2H)

7 7,71(d,

J=16Hz, 1H)

141,91 7.67 (1H, d, J = 15.6

Hz)

7.77 (d, J 15.6)

6,45(d,

J=16Hz, 1H)

120,16 6.42 (1H, d, J = 15.6

Hz)

6.54 (d, J 15.6, 1H, H-

8);

1! - 136,89 (C) -

2! 7,31 (m, 4H) 129,99 (CH) 7.20 – 7.40 (7H, m) 7.40 (m, 2H)

3! 7,31 (m, 4H) 129,36 (CH) 7.20 – 7.40 (7H, m) 7.32 (d, J 8.8, 2H)

4! - 133,51 (C) - -

5! 7,31 (m, 4H) 129,36 (CH) 7.20 – 7.40 (7H, m) 7.32 (d, J 8.8, 2H)

6! 7,31 (m, 4H) 129,99 (CH) 7.20 – 7.40 (7H, m) 7.40 (m, 2H)

7! 4,57 (d, J=4,0Hz)

43,26 4.57 (2H, d, J = 5.6Hz)

-

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"# 6, 03 (1H, sl) - 6.05 (1H, sl) -

$% - 165,95 (C) - -

*RMN de 13C baseado no chemdraw

Andrew J. A. Watson † Aoi!e C. Ma"we## $ and Jonathan M. J. Wi##iams 

Ruthenium-Catalyzed Oxidation of Alcohols into Amides Org. Lett. %&&' 11

(1%) %++,–%+,&

The triflic acid-mediated cyclisation of  N -benzyl-cinnamamides. Frank D. King* and Stephen Caddick. Tetrahedron 69 (2013)

487e491