On the Intramolecular 1,4-Dipolar Cycloaddition Reaction of Thiazinium Betaines for the Construction of Aza-, Diaza-, and Polyaza-Heterocyclic Ring Systems

Divinylcarbinol Desymmetrization Strategy: A Concise and Reliable Approach to Chiral Hydroxylated Fatty Acid Derivatives

“…R f 0.14 (1% HCOOH (v/v) in toluene/AcOEt = 80:20). The 1 H NMR spectrum was identical to that previously reported …”

“…The 1 H NMR spectrum was identical to that previously reported. 19 1 H NMR (500 MHz, CDCl 3 ) δ 8.53 (2H, br s), 5.86−5.72 (1H, m), 5.04−4.93 (2H, m), 3.44 (1H, t, J = 7.4 Hz), 2.08−2.04 (2H, m), 1.99−1.92 (2H, m), 1.44−1.41 (4H, m).…”

“…Oct-7-enoic Acid (19). A solution of dicarboxylic acid I-1 (1.44 g, 7.73 mmol) in dimethyl sulfoxide (DMSO) (27 mL) was stirred at 140 °C using an oil bath.…”

Chemistry of 1,3-thiazin-4-ones and their derivatives, 1995 - mid-2018

“…Thiolactams, such as 467, with a tethered alkene were reacted with carbon suboxide 402 to generate the betaine 468 in situ, which then cyclized as above to provide the bridged product 469 (Scheme 146). 237 Some other examples were provided as well. 237…”

Thioamides as Useful Synthons in the Synthesis of Heterocycles

“…Mesoionic compounds have been known for many years and have been extensively utilized as substrates for 1,3- and 1,4-dipolar cycloadditions. They are easily prepared by cyclocondensation of an appropriate thioamide with a substituted malonyl dichloride derivative, with (chlorocarbonylphenyl)ketene α-(tosylhydrazono)phenylacetylchloride, or with carbon suboxide. − They react with a variety of dienophiles to give heterocyclic compounds including annulated polycyclic systems. Thus, dihydrothiophenes 106 can be obtained by a general protocol involving the reaction of 2-aminothioisomünchnones 104 with electron-deficient alkenes 105 .…”