Thioketenes thioacylation

Thioxo-1,2,4-dithiazolidines can be obtained from thioxo-l,2,4-thiadiazolidines by Dimroth rearrangement (Scheme 47) or reversibly by addition and elimination of acetone (Scheme 22). 1,2,4-Dithiazole type products are also obtained from thiocarbonyl isothiocyanates (154) by reaction with CI2 <84CHEC-I(6)897>, PhMgBr, Sj, or CS2. Other routes include reactions of carbonyl isothiocyanates and thiocarbonyl isocyanates with P4S10 or Sg <84Chec-I(6)897> and sulfonyl isocyanates with dialkyl thioketenes. Phenylisothiocyanate heated with N,C-disubstituted oxaziridines affords 3,5-diimino-l,2,4-dithiazolidines (226, 227). Other miscellaneous syntheses of 1,2,4-dithiazoline derivatives include cyclization of A7-thioacyl hexafluoroacetonimine to 5,5-bis(trifluoromethyl)-... [Pg.488]

Methylation of r/ -coordinated thioketene complexes of the type [CoCp(PMe3X>/ -SC=CR2)] [453, R2 = CMe2(CH2)3CMe2, Bu 2] gives sulfonium ions (269), but a proton attacks the double bond to give thioacyl complexes (454) (270). Certain thio- and selenoaldehyde complexes of... [Pg.86]

The thioketene dimetallic complex 493 reacts with H to give an anionic thioacyl complex (494). Protonation of494, by cleavage of a metal - carbon bond, gives a thioaldehyde complex (495) which is stabilized by PPhj... [Pg.93]

Thioacylation with Thioketenes or Thioketene Equivalents 2.4.2.8 Thioacylation with Carbon Disulfide... [Pg.419]

Alknyl silyl sulfides, R C=CSSiR 3, which are readily obtained by silylation of anions (39), react as thioketene equivalents. Thus, (3-thiolactams are formed in the reaction with C=N systems (c/. Volume 5, (Chapter 2.2) and thioamides on addition of amines equation (18) shows a typical example. This approach has great promise for the thioacylation of very sensitive natural products. [Pg.426]

Thioacylation of Thiols with Thioacyl Halides, Thioacyl Anhydrides and Thioketenes... [Pg.435]

Thioacylation of Alcohols and Phenols with Anhydrides, Thioketenes, Thioesters and Dithioesters... [Pg.449]

Thioacyl chlorides. Aliphatic thioacyl chlorides have been prepared for the first time by addition of hydrogen chloride at -80° to thioketenes in CFCI3. [Pg.285]

The products are more stable than thioketenes, but generally they decompose at temperatures above -40°. They are active thioacylating compounds. ... [Pg.285]

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