75485-12-0Relevant articles and documents
Reaction of N-alkyl azetidines with triphosgene
Menguy, Laurence,Drouillat, Bruno,Couty, Fran?ois
, p. 6625 - 6628 (2015)
N-Alkyl azetidines react with triphosgene (BTC) following two possible pathways: N-alkyl ring scission or ring cleavage, to give cyclic or acyclic N-carbamoyl chlorides. Predominance of one pathway over the other is governed by the nature of the substituents on the azetidine ring and on the nitrogen atom as well as by the relative stereochemistry of the ring substituents, and is examined in detail. Some azetidines were identified for their privileged reaction pathway, leading to new functionalized building blocks that were further elaborated into five- or six-membered urea or into azetidinic urea.