Sulfoximine assisted Pd(II)-catalyzed bromination and chlorination of primary β-C(sp < sup > 3 < /sup > )-H bond
Sulfoximine assisted Pd(II)-catalyzed bromination and chlorination of primary β-C(sp < sup > 3 < /sup > )-H bond
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Date
2014-10-17
Authors
Rit, Raja K.
Yadav, M. Ramu
Ghosh, Koushik
Shankar, Majji
Sahoo, Akhila K.
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Abstract
S-Methyl-S-2-pyridyl-sulfoximine (MPyS) directed bromination and chlorination of the 1°-β-C(sp3)-H bond of MPyS-N-amides is realized under the influence of N-Br/Cl-phthalimides and a Pd(II)-catalyst. The sequential halogenation and acetoxylation of α-dimethyl MPyS-N-amides constructs highly functionalized α-trisubstituted aliphatic acid derivatives. The MPyS directing group is cleaved from the halogenated products and recovered. (Chemical Equation Presented).
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Organic Letters. v.16(20)