1428989-02-9Relevant articles and documents
One-pot synthesis of 3-azido- and 3-aminopiperidines by intramolecular cyclization of unsaturated amines
Ortiz, Gerardo X.,Kang Jr., Bora,Wang, Qiu
, p. 571 - 581 (2014/04/03)
A highly efficient one-pot synthesis of 3- azidopiperidines has been achieved by an intramolecular cyclization of unsaturated amines that allows for the nucleophilic installation of an azide moiety. This method unlocks the versatile employment of the azide functionality in the preparation and biological studies of piperidine-containing structures. This strategy has been expanded for the direct incorporation of a variety of nitrogen nucleophiles, and thus it provides a rapid and modular synthesis of 3-amino and 3- amidopiperidines of important pharmaceutical and biological relevance. Particularly noteworthy is that the regioselectivity of this transformation enables the formation of the anti- Markovnikov-type adduct, complementing Markovnikov-based olefin amino functionalization methods.
An efficient synthesis of fluorinated azaheterocycles by aminocyclization of alkenes
Huang, Hai-Tsang,Lacy, Tyler C.,Blachut, Barbara,Ortiz, Gerardo X.,Wang, Qiu
supporting information, p. 1818 - 1821 (2013/06/04)
A general and efficient approach to important fluorinated azaheterocycles has been developed by incorporating nucleophilic fluorination into alkene difunctionalization. This intramolecular aminofluorination transformation of alkenes has been achieved via the aminocyclization of reactive unsaturated N-iodoamines, which can be generated in situ from either unsaturated N-chloramines or their amine precursors in a one-pot protocol.
