@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}
}

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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  - 

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