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Tetrahedron Letters

Volumn 36, Issue 32, 1995, Pages 5731-5734

A simple and efficient synthetic route to benzo[c]phenanthridines

(3) Séraphin, Denis a Lynch, Michael A a Duval, Olivier a

a UNIVERSITÉ D'ANGERS (France)

Author keywords

[No Author keywords available]

Indexed keywords

PHENANTHRIDINE DERIVATIVE;

ARTICLE; DRUG SYNTHESIS; METHODOLOGY; REACTION ANALYSIS;

EID: 85047673227 PISSN: 00404039 EISSN: None Source Type: Journal
DOI: 10.1016/00404-0399(50)11296- Document Type: Article

Times cited : (20)

References (20)

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- A. Brossi, Academic Press Orlando
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- Hanaoka¹

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8
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13
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- The N-methyl-aminonitrile derivatives were prepared following the Strecker reactions between N-methyl-3,4-dimethoxybenzylamine, sodium cyanide and 3,4-dimethoxybenzaldehyde or 3-methoxy-4-ethoxybenzaldehyde giving 4a (88%) and 4b (85%) respectively.

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- Euerby¹ Gavin² Olugbade³ Patel⁴ Waigh⁵

15
- 84914006873
- 3) δ: 2.20 (s, 3H), 2.70 (broad s, 1H), 3.46 (s, 1H), 3.58 (AB system, 1H, J=15 Hz), 3.82 (s, 3H), 3.83 (AB system, 1H, J=15 Hz), 3.84 (s, 3H), 3.87 (s, 3H), 3.88 (s, 3H), 5.10 (dd, 1H, J= 2 and 10 Hz), 5.19 (dd, 1H, J=2 and 18 Hz), 5.91 (dd, 1H, J=11 and 18 Hz), 6.56 (s, 1H), 6.77 (m, 2H), 6.92 (m, 2H).

16
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- Angle¹ Louie²

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- Harring¹ Livingstone²

19
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- 3) δ: 1.49 (t, 3H, J=7 Hz), 2.01 (s, 3H), 3.55 (m, 2H), 3.79 (AB system, 1H, J=17 Hz), 3.89 (s, 3H), 3.93 (s, 3H), 3.94 (s, 3H), 4.10 (q, 2H, J=7 Hz), 4.60 (AB system, 1H, J=17 Hz), 4.63 (m, 1H), 6.51 (m, 1H), 6.56 (s, 1H), 6.65 (s, 1H), 7.15 (s, 1H), 7.21 (s, 1H).

20
- 84914006871
- The physical and spectral characteristics of 8b were identical to those of the benzo[c]phenanthridine prepared following the method described in reference 6.

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