Acetylene-dicarboxamide

Poly(l,3,4-oxadia2ole-2,5-diyl-vinylene) and poly(l,3,4-oxadia2ole-2,5-diyl-ethynylene) were synthesi2ed by polycondensation of fumaramide or acetylene-dicarboxamide with hydra2ine sulfate in PPA to study the effect of the two repeating units on polymer electronic and thermal properties (55). 

Cycloadditions with other symmetrical acetylenes were carried out by using thiocarbonyl (5)-methylide (69) (159). Interestingly, no reaction was observed when acetylene dicarboxamide was used. The reaction of 69 with cyclooctyne resulted in the formation of cycloadduct 103 (Scheme 5.38). Interestingly, the spirocyclic 2,5-dihydrothiophenes of type 103 or 104 undergo acid-catalyzed ring opening upon treatment with silica gel or trifluoroacetic acid to give thiophenes 105 and 106, respectively. 

Its hexanitco deriv, N,N -Di(2,4,6-trinitro-phenyl)acetylene-dicarboxamide,... 

The antibiotic properties of a number of synthetic compounds possessing a single acetylenic bond have been known for over sixty years. This is discussed in recent reviews (Reisch, 1965 a, b). Antibiotic activity has been reported also for a number of naturally-occurring monoacetylenic compounds, e.g. acetylene-dicarboxamide (VI) (Suzuki and Okuma, 1958) isolated from a Streptomycete (Suzuki, et al., 1958 a compound (VII) (Fawcett et al., I965) isolated from the broad bean, Vida faba L., (Wain et al., I96I a, b) and 10-undecynoic acid (VIII) isolated from the yeast, Rhodotorula glutinis (Nogueira-Prista, 1955). 

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