It is applied as a reagent for synthesis of medium-ring amines via N-alkylation, e.g. with ω-bromo alkanols under Mitsunobu conditions (DEAD/PPh3), and cyclization of the resulting ω-bromo alkylsulfonamides (Cs2CO3/Bu4NI). It is a carbonic anhydrase inhibitor. It is employed as a reactant involved in synthesis of cyclic nitrogen compounds via intramolecular hydroamination, pentacyclic lycopodium alkaloid huperzine-Q2, pyrrolidines, intermolecular C-H insertion reactions and reactant involved in intermolecular amination of allyl alcohols.
This Thermo Scientific Chemicals brand product was originally part of the Alfa Aesar product portfolio. Some documentation and label information may refer to the legacy brand. The original Alfa Aesar product / item code or SKU reference has not changed as a part of the brand transition to Thermo Scientific Chemicals.
Applications
It is applied as a reagent for synthesis of medium-ring amines via N-alkylation, e.g. with ω-bromo alkanols under Mitsunobu conditions (DEAD/PPh3), and cyclization of the resulting ω-bromo alkylsulfonamides (Cs2CO3/Bu4NI). It is a carbonic anhydrase inhibitor. It is employed as a reactant involved in synthesis of cyclic nitrogen compounds via intramolecular hydroamination, pentacyclic lycopodium alkaloid huperzine-Q2, pyrrolidines, intermolecular C-H insertion reactions and reactant involved in intermolecular amination of allyl alcohols.
Solubility
Slightly soluble in water.
Notes
Store away from oxidizing agents. Keep the container tightly closed and place it in a cool, dry and well ventilated condition.
RUO – Research Use Only
General References:
- Atsushi Nakayama, et al. Asymmetric total synthesis of a pentacyclic Lycopodium alkaloid: huperzine-Q.Angew Chem Int Ed Engl.,2011,50(35), 8025-8028.
- Hideto Ito, et al. Intramolecular hydroamination of alkynic sulfonamides catalyzed by a gold-triethynylphosphine complex: Construction of azepine frameworks by 7-exo-dig cyclization.Beilstein J Org Chem.,2011,7951-959.
- Reagent for synthesis of medium-ring amines via N-alkylation, e.g. with ω-bromo alkanols under Mitsunobu conditions (DEAD/PPh3), and cyclization of the resulting ω-bromo alkylsulfonamides (Cs2CO3/Bu4NI): Synlett, 697 (2002) and references therein. See also 2-Nitrobenzenesulfonyl chloride, B21522.