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. Author manuscript; available in PMC: 2010 Nov 6.
Published in final edited form as: J Org Chem. 2009 Nov 6;74(21):8309–8313. doi: 10.1021/jo9015369

Table 2.

Reactions with Sulfur Electrophilesa

graphic file with name nihms152799u3.jpg
reagent
entry arene base product yield
1 graphic file with name nihms152799t29.jpg S
tBuOLi
graphic file with name nihms152799t30.jpg 90%
2 graphic file with name nihms152799t31.jpg S
tBuOLi
graphic file with name nihms152799t32.jpg 74%
3 graphic file with name nihms152799t33.jpg PhSSPh
K3PO4
graphic file with name nihms152799t34.jpg 85%
4 graphic file with name nihms152799t35.jpg PhSSPh
tBuOLi
graphic file with name nihms152799t36.jpg 84%
5 graphic file with name nihms152799t37.jpg PhSSPh
tBuOLi
graphic file with name nihms152799t38.jpg 55%
6 graphic file with name nihms152799t39.jpg PhSSPh
tBuOK
graphic file with name nihms152799t40.jpg 81%
7 graphic file with name nihms152799t41.jpg PhSSPh
tBuOLi
graphic file with name nihms152799t42.jpg 82%
a

Substrate (1 equiv), base (1.5–3.0 equiv), sulfur (8 equiv) or PhSSPh (1.5–2.0 equiv). Yields are isolated yields. See the Supporting Information for details.