137122-57-7Relevant academic research and scientific papers
α-β Unsaturated Acylsilanes as Surrogates of Acrolein for Morita–Baylis–Hillman Reactions
Marri, Gangababu,Justaud, Frédéric,Das, Saibal,Grée, René
, p. 56 - 65 (2018/11/30)
α-β-unsaturated acylsilanes are excellent substrates for Morita–Baylis–Hillman (MBH) reactions, affording the expected adducts in good to excellent yields. In these derivatives, as well as the corresponding acetates, the acylsilanes can be smoothly transf
Switchable C-H Functionalization of N-Tosyl Acrylamides with Acryloylsilanes
Song, Shengjin,Lu, Ping,Liu, Huan,Cai, Sai-Hu,Feng, Chao,Loh, Teck-Peng
supporting information, p. 2869 - 2872 (2017/06/13)
A controllable Rh-catalyzed protocol to access alkylation and alkenylation-annulation of N-tosyl acrylamide with acryloyl silane is reported. In contrast to the directing group or catalyst-dependent divergent sp2 C-H alkylation/alkenylation, the intrinsic property of acryloylsilane allows the switchable reaction manifold, thereby affording either alkylation or annulation products with slight modification of the reaction conditions.
Divergent Functionalization of Indoles with Acryloyl Silanes via Rhodium-Catalyzed C-H Activation
Lu, Ping,Feng, Chao,Loh, Teck-Peng
supporting information, p. 3210 - 3213 (2015/07/15)
(Chemical Equation Presented) A protocol enabled by rhodium-catalyzed C-H functionalization of indoles with acryloyl silanes was developed, providing a convenient and highly effective method for the synthesis of functionalized acylsilane derivatives. By tuning the reaction condition, this C-H-activation-initiated reaction proceeds divergently with acryloyl silianes to selectively afford alkylation or alkenylation products via hydroarylation or oxidative cross-coupling, respectively. The mild reaction conditions employed in both cases enable the tolerance of a wide scope of functionalities as well as high reaction efficiency. Furthermore, polycyclic indole derivatives were easily accessed from 2-alkenylation products through a visible-light-induced reaction cascade.
Chemistry of silyl thioketones part 9. 1 A new selective synthesis of 1-silyl-1-enethiols and of 2-silyl-thiacycloalk-2-enes of common to large ring size
Bonini, Bianca F.,Comes-Franchini, Mauro,Fochi, Mariafrancesca,Mazzanti, Germana,Ricci, Alfredo
, p. 4803 - 4816 (2007/10/03)
ω-Haloacylsilanes 1 were selectively transformed via thioacylsilanes into Z-silyl-enethiols 4 with solid sodium hydrogen carbonate or into 2-silylthiacycloalk-2-enes5 of common to large ring size with solid sodium hydroxide. Compounds 5 underwent protiode
Thermal Rearrangements of α-(Acyloxy)silanes. 2. Formation of Chiral Precursors and Migratory Preference of Silicon-Based Groups
Buynak, John D.,Strickland, J. Byron,Lamb, Grady W.,Khasnis, Dipti,Modi, Seema,et al.
, p. 7076 - 7083 (2007/10/02)
The asymmetric reduction of acylsilanes to chiral α-hydroxysilanes and the thermal rearrangement of the corresponding chiral α-acetoxysilanes was employed.Ipc2BCl reduces many acylsilanes in > 95percent ee.The rate of the thermal rearrangement of the α-acetoxysilanes was dependent upon the substituents at both silicon and carbon.Evidence is presented to indicate there is electron deficiency at the α-carbon in the transition state.Migratory aptitudes follow those expected on the basis of the migrating group assuming an apical migratory group at a pentacoordinate silicon.A previously unreported hydrolytic transformation of a proposed acylsilyl hydride to a stable 1-sila-1,2-diol was observed.
