Unknown

Dataset Information

0

Consecutive β,β'-Selective C(sp3 )-H Silylation of Tertiary Amines with Dihydrosilanes Catalyzed by B(C6 F5 )3.

ABSTRACT: Tris(pentafluorophenyl)borane has been found to catalyze the two-fold C(sp3 )-H silylation of various trialkylamine derivatives with dihydrosilanes, furnishing the corresponding 4-silapiperidines in decent yields. The multi-step reaction cascade involves amine-to-enamine dehydrogenation at two alkyl residues and two electrophilic silylation reactions of those enamines, one inter- and one intramolecular.

SUBMITTER: Fang H 

PROVIDER: S-EPMC8048813 | biostudies-literature | 2021 Apr

REPOSITORIES: biostudies-literature

Json Xml
altmetric image

Publications

Consecutive β,β'-Selective C(sp<sup>3</sup> )-H Silylation of Tertiary Amines with Dihydrosilanes Catalyzed by B(C<sub>6</sub> F<sub>5</sub> )<sub>3</sub>.

Fang Huaquan H   Xie Kaixue K   Kemper Sebastian S   Oestreich Martin M  

Angewandte Chemie (International ed. in English) 20210303 15

Tris(pentafluorophenyl)borane has been found to catalyze the two-fold C(sp<sup>3</sup> )-H silylation of various trialkylamine derivatives with dihydrosilanes, furnishing the corresponding 4-silapiperidines in decent yields. The multi-step reaction cascade involves amine-to-enamine dehydrogenation at two alkyl residues and two electrophilic silylation reactions of those enamines, one inter- and one intramolecular. ...[more]

Similar Datasets

Unknown Iridium-Catalyzed, β-Selective C(sp<sup>3</sup>)-H Silylation of Aliphatic Amines To Form Silapyrrolidines and 1,2-Amino Alcohols.
| S-EPMC6839912 | biostudies-literature
Unknown Iridium-Catalyzed, Site-Selective Silylation of Secondary C(sp&lt;sup&gt;3&lt;/sup&gt;)-H Bonds in Secondary Alcohols and Ketones.
| S-EPMC11620728 | biostudies-literature
Unknown Pd-Catalyzed γ-C(sp<sup>3</sup>)-H Fluorination of Free Amines.
| S-EPMC7685760 | biostudies-literature
Unknown Platinum-Catalyzed, Terminal-Selective C(sp(3))-H Oxidation of Aliphatic Amines.
| S-EPMC4828934 | biostudies-literature
Unknown Stereoselective Synthesis of Tertiary Allylic Amines by Titanium-Catalyzed Hydroaminoalkylation of Alkynes with Tertiary Amines.
| S-EPMC9303398 | biostudies-literature
Unknown Metallaphotoredox-Catalyzed Cross-Electrophile C<sub>sp</sub><sup>3</sup>-C<sub>sp</sub><sup>3</sup> Coupling of Aliphatic Bromides.
| S-EPMC6697083 | biostudies-literature
Unknown Site-Selective C<sub>sp<sup>3</sup></sub>-C<sub>sp</sub>/C<sub>sp<sup>3</sup></sub>-C<sub>sp<sup>2</sup></sub> Cross-Coupling Reactions Using Frustrated Lewis Pairs.
| S-EPMC8041292 | biostudies-literature
Unknown Synthesis of (diarylmethyl)amines using Ni-catalyzed arylation of C(sp<sup>3</sup>)-H bonds.
| S-EPMC4786957 | biostudies-literature
Unknown Palladium-Catalyzed <i>β</i>-C(sp<sup>3</sup>)-H Bond Arylation of Tertiary Aldehydes Facilitated by 2-Pyridone Ligands.
| S-EPMC10780448 | biostudies-literature
Unknown Palladium-catalyzed benzylic C(sp<sup>3</sup>)-H carbonylative arylation of azaarylmethyl amines with aryl bromides.
| S-EPMC8372623 | biostudies-literature