CAS 1862202-13-8, Cat. No EN300-6495224
Reagent for installation of bicyclobutane and further remote diversification


1-((3,5-Difluorophenyl)sulfonyl)bicyclo[1.1.0]butane is a versatile reagent used for installing bicyclobutane onto amines and thiols, enabling remote diversification of molecules[1]. The reagent is a white solid, stable under ambient conditions, and recommended for long-term storage in a freezer. It exhibits high chemoselectivity for thiols over other functional groups and is used for late-stage functionalization of pharmaceuticals. A key feature of this reagent is the ability to remove the sulfone to reveal the parent bicyclobutane or use it as a handle for further remote diversification. Reported diversification reactions include deuterium labeling, allylation, fluorination, and olefination via a Julia reaction[2].

Synonyms: None

Selected publication

  1. 1-((3,5-Difluorophenyl)Sulfonyl)Bicyclo[1.1.0]Butane.

    Lopchuk J.; Baran P. Encyclopedia of Reagents for Organic Synthesis 2017, 1–3. DOI: 10.1002/047084289X.rn02057

  2. Strain-Release Amination.

    Gianatassio R.; Lopchuk J.; Wang J.; Pan C.; Malins L.; Prieto L.; Brandt T.; Collins M. et al. Science 2016, 351 (6270), 241–246. DOI: 10.1126/science.aad6252