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Molybdenum hexacarbonyl - induced reactions of 3-aryl-2h-azirines and acetylenes

✍ Scribed by Akira Inada; Heinz Heimgartner; Hans Schmid

Publisher
Elsevier Science
Year
1979
Tongue
French
Weight
214 KB
Volume
20
Category
Article
ISSN
0040-4039

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✦ Synopsis

In the presence of molybdenum hexacaroonyl, 3-phenyl-2H-azirines and aceLylene carooxylic acid esters react via the unusual splitting of the C,N-double bond to give 2H-pyrroles or pyrroles. 2H-Azirines have been shown to undergo C-C bond cleavage photolytically, whilst in ground-state reactions all three types of ring opening are known. These reactions have been used to synthesize a variety of heterocycles. 1) Recently, interesting intra-and inter-molecular reactions of 2H-azirines in the presence of transition metal carbonyls such as Fe2(CO)92), and M(CO)6 (M = MO, Cr, W)4)

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## Abstract Irradiation of 3‐phenyl‐(**4**), 2‐methyl‐3‐phenyl‐(**8**), and 2,3‐diphenyl‐2__H__‐azirine (**10**), in benzene solution in the presence of aldehydes, yields the corresponding aryl‐3‐oxazolines. Photochemical reaction of **4** and **10** with carbon dioxide leads to the formation of 4‐