Publications

BibTex format

@article{Croft:2016:10.1002/chem.201604031,
author = {Croft, RA and Mousseau, JJ and Choi, C and Bull, JA},
doi = {10.1002/chem.201604031},
journal = {Chemistry - A European Journal},
pages = {16271--16276},
title = {Structurally Divergent Lithium Catalyzed Friedel-Crafts Reactions on Oxetan-3-ols: Synthesis of 3,3-Diaryloxetanes and 2,3-Dihydrobenzofurans},
url = {http://dx.doi.org/10.1002/chem.201604031},
volume = {22},
year = {2016}
}

Download

RIS format (EndNote, RefMan)

TY  - JOUR
AB  - The first examples of 3,3-diaryloxetanes are prepared in a lithium-catalyzed and substrate dependent divergent Friedel–Crafts reaction. para-Selective Friedel–Crafts reactions of phenols using oxetan-3-ols afford 3,3-diaryloxetanes by displacement of the hydroxy group. These constitute new isosteres for benzophenones and diarylmethanes. Conversely, ortho-selective Friedel–Crafts reactions of phenols afford 3-aryl-3-hydroxymethyl-dihydrobenzofurans by tandem alkylation–ring opening; the outcome of the reaction diverging to structurally distinct products dependent on the substrate regioselectivity. Further reactivity of the oxetane products is demonstrated, suitable for incorporation into drug discovery efforts.
AU  - Croft,RA
AU  - Mousseau,JJ
AU  - Choi,C
AU  - Bull,JA
DO  - 10.1002/chem.201604031
EP  - 16276
PY  - 2016///
SN  - 0947-6539
SP  - 16271
TI  - Structurally Divergent Lithium Catalyzed Friedel-Crafts Reactions on Oxetan-3-ols: Synthesis of 3,3-Diaryloxetanes and 2,3-Dihydrobenzofurans
T2  - Chemistry - A European Journal
UR  - http://dx.doi.org/10.1002/chem.201604031
UR  - http://hdl.handle.net/10044/1/39877
VL  - 22
ER  -

Download

Dr James A Bull

Contact

Location

Summary

Citation

BibTex format

RIS format (EndNote, RefMan)