31238-57-0Relevant articles and documents
Synthesis and evaluation of photophysical and electrochemical properties of vinyl chalcogenide derivatives of phenothiazines
Dilelio, Marina Cardoso,Iglesias, Bernardo Almeida,Kaufman, Teodoro S.,Silveira, Claudio C.
, (2021/12/07)
The Wittig-Horner mediated syntheses of phenothiazines carrying vinylsulfide and vinylselenide motifs attached to the aromatic ring(s) or connected to the central nitrogen atom of the heterocycle, and the subsequent study of their photophysical and electr
Reduction of tertiary phosphine oxides to phosphine-boranes using Ti(Oi-Pr)4/BH3-THF
Sowa, Sylwia,Pietrusiewicz, K. Micha?
, (2021/03/17)
A new method for reduction of tertiary phosphine oxides leading to the formation of tertiary phosphine-boranes has been developed. The BH3-THF/Ti(Oi-Pr)4 reducing system enables conversion of triaryl, diarylalkyl and trialkylphosphine oxides directly to their borane analogues in good to high yields. In contrast to the previously reported protocols, the presence of activating groups in the structure of starting material is not necessary for the reaction to occur. The reaction is highly stereoselective and proceeds with predominant retention of configuration at the phosphorus atom. A plausible mechanism of reduction of the P[dbnd]O bond by BH3-THF/Ti(Oi-Pr)4 has been proposed.
Stereoselective Horner-Wittig synthesis of (Z)-1-chlorovinyl sulfoxides
Otten, Pieter A.,Davies, Honorine M.,Van Steenis, Jan Hein,Gorter, Syb,Van Der Gen, Arne
, p. 10527 - 10544 (2007/10/03)
This paper describes the synthesis of (Z)-1-chlorovinyl sulfoxides 1 by the Horner-Wittig reaction. The required [(α-chloro)sulfinylmethyl]diphenylphosphine oxides 2 (R1=Me, c-Hex, Ph, p-Tol, p-(CF3)Ph), were prepared in high yields
A Horner-Wittig synthesis of 1-chlorovinyl sulfoxides
Otten,Davies,Van Der Gen
, p. 449 - 452 (2007/10/03)
1-Chlorovinyl sulfoxides 1 were prepared by Horner-Wittig reaction of the readily accessible [(α-chloro)sulfinylmethyl)diphenylphosphine oxides 2 with aldehydes. Excellent Z-selectivity was observed in most cases.
A THREE COMPONENT KETONE SYNTHESIS FROM A PHENYLTHIOVINYLPHOSPHINE OXIDE
Warren, Stuart,Zaslona, Alex T.
, p. 4167 - 4170 (2007/10/02)
The anion formed by addition of an alkyl-lithium to the vinyl phosphine oxide (4) reacts with aldehydes to give vinyl sulphides, easily hydrolysed to ketones.
Acyl anion equivalents: Synthesis of ketones and enones from α-phenylthioalkylphosphine oxides
Grayson, J. Ian,Warren, Stuart
, p. 2263 - 2272 (2007/10/05)
The sulphenylated phosphine oxides Ph2P(O)·CH(SR2R1, easily prepared from triphenylphosphine, diphenyl or dimethyl disulphide, and an alkyl halide, form anions which act as acyl anion equivalents. Reaction with aldehydes and ketones gives vinyl sulphides, which can be hydrolysed to carbonyl compounds. Reaction with α-phenylthio-and α-methoxy-aldehydes and ketones gives enone precursors. The scope and limitations of the method are described.
