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Published TCIMAIL newest issue No.197
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Odorless Reagent for the Introduction of S-tert-Butyl Group
2-(tert-Butyl)isothiouronium Bromide (1) is an odorless solid utilized as a reagent to introduce the tert-butylthio group. For instance, introduction of the tert-butylthio group proceeds by treating 1 with arylhlides in high yields in the presence of palladium catalyst.1) In addition, the tert-butyl group can be removed by treating with Brønsted acid or Lewis acid and a thioketal like 2 is afforded in the presence of acetone. On the other hand, by adding a catalytic amount of base, 1 can introduce the tert-butylthio group to ethyl bromoacetate.2)
Related Products
- B6315
- 2-(tert-Butyl)isothiouronium Bromide
- T2184
- Tris(dibenzylideneacetone)dipalladium(0) (= Pd2(dba)3)
- T0519
- Triphenylphosphine (= PPh3)
- P1008
- Potassium tert-Butoxide (= KOtBu)
- T1663
- Scandium(III) Triflate (= Sc(OTf)3)
- S0547
- Sodium Ethoxide (= EtONa)
References
- 1) Improved, Odorless Access to Benzo[1,2-d;4,5-d']-bis[1,3]dithioles and Tert-butyl Arylsulfides via C-S Cross Coupling
- 2) Decomposition of S-alkylisothiouronium salts under anhydrous conditions - application to a facile preparation of nonsymmetrical dialkyl sulfides
