In this section
@article{Dubois:2019:10.1021/acs.joc.9b00613,
author = {Dubois, MAJ and Lazaridou, A and Choi, C and Mousseau, JJ and Bull, JA},
doi = {10.1021/acs.joc.9b00613},
journal = {Journal of Organic Chemistry},
pages = {5943--5956},
title = {Synthesis of 3-Aryl-3-Sulfanyl Azetidines by Iron-Catalyzed Thiol Alkylation with N-Cbz Azetidinols},
url = {http://dx.doi.org/10.1021/acs.joc.9b00613},
volume = {84},
year = {2019}
}
TY - JOUR
AB - New small-ring derivatives can provide valuable motifs in new chemical space for drug design. 3-Aryl-3-sulfanyl azetidines are synthesized directly from azetidine-3-ols in excellent yield by a mild Fe-catalyzed thiol alkylation. A broad range of thiols and azetidinols bearing electron-donating aromatics are successful, proceeding via an azetidine carbocation. The N-carboxybenzyl group is a requirement for good reactivity and enables the NH-azetidine to be revealed. Further reactions of the azetidine sulfides demonstrate their potential for incorporation in drug discovery programs.
AU - Dubois,MAJ
AU - Lazaridou,A
AU - Choi,C
AU - Mousseau,JJ
AU - Bull,JA
DO - 10.1021/acs.joc.9b00613
EP - 5956
PY - 2019///
SN - 0022-3263
SP - 5943
TI - Synthesis of 3-Aryl-3-Sulfanyl Azetidines by Iron-Catalyzed Thiol Alkylation with N-Cbz Azetidinols
T2 - Journal of Organic Chemistry
UR - http://dx.doi.org/10.1021/acs.joc.9b00613
UR - http://hdl.handle.net/10044/1/69803
VL - 84
ER -
