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. Author manuscript; available in PMC: 2018 Feb 1.
Published in final edited form as: Tetrahedron Lett. 2016 Dec 21;58(5):396–400. doi: 10.1016/j.tetlet.2016.12.018

Table 4.

Preparation of difluoromethyl sulfones 47–50 and deuterodifluoromethyl sulfones 51–54.

graphic file with name nihms840376t43.jpg

Entry Substrate Conditions Major Product Yielda % Db
1 43 Et3N, H2O graphic file with name nihms840376t44.jpg 87% na
2 44 Et3N, H2O graphic file with name nihms840376t45.jpg quant. na
3 45 Et3N, H2O graphic file with name nihms840376t46.jpg 89% na
4 46 Et3N, H2O graphic file with name nihms840376t47.jpg 85% na
5 43 Et3N, D2O graphic file with name nihms840376t48.jpg 74% 97%
6 44 Et3N, D2O graphic file with name nihms840376t49.jpg 96% 96%
7 45 Et3N, D2O graphic file with name nihms840376t50.jpg 80% 98%
8 46 Et3N, D2O graphic file with name nihms840376t51.jpg 91% 98%
a

Isolated yields.

b

Percent deuterium incorporation were determined by 19F NMR, see Supporting Information for details.