New Access to the Chemistry of Piperonylidinyl‐4‐[2.2]‐Paracyclophanylamine and Some Electron π‐Deficients

El‐Shaieb, Kamal M.

doi:10.1002/jccs.200400050

Cited by 2 publications

(1 citation statement)

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“…11 We have spent a long time on the synthesis of new heterocycles via condensation reactions 1,12 and/or donor-acceptor interaction. [13][14][15][16] Accordingly and in this paper, we have prompted to utilize 1-(dicyanomethylene)acenaphthen-2-one (1) in the synthesis of new heterocyclic compounds which might show prospective biological activities.…”

Section: Introductionmentioning

confidence: 99%

Condensation of 1‐(Dicyanomethylene)acenaphthene‐2‐one with Aromatic Diamines

El‐Shaieb

2008

J Chinese Chemical Soc

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1‐(Dicyanomethylene)acenaphthene‐2‐one (1) reacts with 1,8‐diaminonaphthalene (2) to yield two products, identified as acenaphtho[1,2‐b]naphtho[1,8‐ef][1,4]diazepine (3) and (Z)‐2‐(8‐aminonaphthalen‐1‐ylamino)‐2‐(2‐oxoacenaphthylen‐1(2H)‐ylidene)acetonitrile (4). On the other hand, (2Z,2′Z)‐2,2′‐(hydrazine‐1,2‐diylidene)diacenaphthylen‐1(2H)‐one (6) was obtained during the condensation process of 1 with hydrazine hydrate (5). Reaction of 1 with 3,4‐diaminotoluene (8b) produces 9‐methylacenaphtho[1,2‐b]quinoxaline (9b) and (Z)‐2‐(2‐amino‐5‐methylphenyl‐amino)‐2‐(2‐oxoacenaphthylen‐1(2H)‐ylidene)acetonitrile (10b). However, treatment of 5,6‐diamino‐pyrimidine‐2,4‐diol hemisulphate (11) with 1 affords acenaphtho[1,2‐g]pteridine‐9,11‐diol (12).

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