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The Synthesis of an N,N′-Diformylated 36-Membered N8O4 Oxaazamacrocycle (1999)

Adams, Harry ; Bastida, Rufina ; Fenton, David E. ; [et al.]

Weinheim : Wiley-Blackwell

Liebigs Annalen 1999 (1999), S. 1843-1846

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ISSN: 1434-193X

Keywords: N-formylation ; Cyclocondensation ; Oxaazamacrocycle ; Chemistry ; General Chemistry

Source: Wiley InterScience Backfile Collection 1832-2000

Topics: Chemistry and Pharmacology

Notes: N-formylation of a secondary aliphatic amine has been achieved through the in situ reaction of potassium o-nitrophenolate, generated from o-nitrophenol, K2CO3, KOH, and bis(2-chloroethyl)amine hydrochloride in hot DMF. The initial product, N,N-bis[2-(2-nitrophenoxy)ethyl]formamide has been reduced to provide N,N-bis[2-(2-aminophenoxy)ethyl]formamide which after an MnII-templated cyclocondensation reaction with 2,6-diformylpyridine followed by reductive demetallation with NaBH4 gives an N,N′-diformylated 36-membered N8O4 oxaazamacrocycle.

Additional Material: 1 Ill.

Type of Medium: Electronic Resource

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