?-C-H Alkylation of Methyl Sulfides with Alkenes by a Scandium Catalyst.

Title ?-C-H Alkylation of Methyl Sulfides with Alkenes by a Scandium Catalyst.
Authors Y. Luo; Y. Ma; Z. Hou
Journal J Am Chem Soc
DOI 10.1021/jacs.7b11245
Abstract

The C-H addition of sulfides to alkenes is an atom-efficient route for the functionalization and modification of sulfide compounds through C-C bond formation, but this transformation is highly challenging. We report here the regioselective ?-C(sp)-H addition of a wide range of methyl sulfides to a variety of olefins and dienes by a half-sandwich scandium catalyst. This protocol provides a unique route for the synthesis of diverse sulfide derivatives through C-C bond formation at a sulfur-adjacent carbon atom in a 100% atom efficient fashion.

Citation Y. Luo; Y. Ma; Z. Hou.?-C-H Alkylation of Methyl Sulfides with Alkenes by a Scandium Catalyst.. J Am Chem Soc. 2018;140(1):114117. doi:10.1021/jacs.7b11245

Related Elements

Scandium

See more Scandium products. Scandium (atomic symbol: Sc, atomic number: 21) is a Block D, Group 3, Period 4 element with an atomic weight of 44.955912. The number of electrons in each of Scandium's shells is [2, 8, 9, 2] and its electron configuration is [Ar] 3d1 4s2. Scandium Bohr Model The scandium atom has a radius of 162 pm and a Van der Waals radius of 216 pm.Scandium was predicted by Dmitri Mendeleev in 1871 and actually discovered and isolated by Lars Nilson in 1879. One of the transition metals, scandium has a silvery-white appearance in its elemental form which oxidizes to yellow or pinkish upon contact with air. Elemental ScandiumIt is occasionally included in the classification of the rare earth elements. Scandium is found in concentrated amounts in the minerals euxenite, gadolinite and thortveitite however, due to the difficulties in the preparation of metallic scandium, global trade of the pure metal is very limited. The origin of the name scandium comes from the Latin word 'scandia' meaning Scandinavia.

Sulfur

See more Sulfur products. Sulfur (or Sulphur) (atomic symbol: S, atomic number: 16) is a Block P, Group 16, Period 3 element with an atomic radius of 32.066. Sulfur Bohr ModelThe number of electrons in each of Sulfur's shells is 2, 8, 6 and its electron configuration is [Ne] 3s2 3p4. In its elemental form, sulfur has a light yellow appearance. The sulfur atom has a covalent radius of 105 pm and a Van der Waals radius of 180 pm. In nature, sulfur can be found in hot springs, meteorites, volcanoes, and as galena, gypsum, and epsom salts. Sulfur has been known since ancient times but was not accepted as an element until 1777, when Antoine Lavoisier helped to convince the scientific community that it was an element and not a compound.

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