15482-60-7Relevant articles and documents
Okumura,Moritani
, p. 2209 (1967)
THIYLATING EFFECT OF 2-CHLORO-2-THIONO-5-METHYL-1,2-OXAPHOSPHOLANE
Nuretdinova, O. N.,Guseva, F. F.
, p. 1423 - 1424 (1991)
It was found that 2-chloro-2-thiono-5-methyl-1,2-oxaphospholane has a thiylating effect toward some compounds with carbonyl and phosphoryl groups.
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Hirabayashi,T. et al.
, p. 139 - 145 (1975)
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Solvent-driven C(sp3)-H thiocarbonylation of benzylamine derivatives under catalyst-free conditions
Zhou, Jingwei,Wang, Songping,Lu, Yaoming,Li, Lamei,Duan, Wentao,Wang, Qi,Wang, Hong,Wei, Wentao
supporting information, p. 767 - 773 (2021/02/09)
Due to the particularity of the thiocarbonyl group (C S bond), only limited C(sp3)-H thiocarbonylation methods, especially efficient and convenient methods, have been developed for the synthesis of thioamides. Inspired by the “solvent-specifici
Transition-Metal-Free, General Construction of Thioamides from Chlorohydrocarbon, Amide and Elemental Sulfur
Chen, Xinzhi,Ge, Xin,Jin, Hao,Qian, Chao,Zhou, Shaodong
supporting information, p. 3403 - 3406 (2021/06/25)
A general method for one-pot synthesis of thioamides is developed through a three-component reaction involving chlorohydrocarbon, amide and elemental sulfur. Such a strategy does not only avoid residual transition metal in the product but also prevent the generation of C?N coupling by-product. The latter is prone to be generated when alkane halide and amine are present. With the protocol proposed in this work, both alkyl and aryl thioamides can be obtained in moderate to excellent yields with a high tolerance of various functional groups. External oxidants are not required in the reaction. In addition, the reaction mechanisms are addressed using a combination of controlling experiments and quantum chemical calculations.
An Expeditious Route to trans-Configured Tetrahydrothiophenes Enabled by Fe(OTf)3-Catalyzed [3+2] Cycloaddition of Donor–Acceptor Cyclopropanes with Thionoesters
Matsumoto, Yohei,Nakatake, Daiki,Yazaki, Ryo,Ohshima, Takashi
supporting information, p. 6062 - 6066 (2018/03/28)
A synthetic route to trans-configured tetrahydrothiophenes (THTs) through Fe(OTf)3-promoted [3+2] cycloaddition of donor–acceptor cyclopropanes with thionoesters was developed. The cycloaddition proceeded in high yield with high diastereoselectivity, affording transient α-alkoxy THTs. Not only aromatic and aliphatic thionoesters, but also thionolactone were applicable to the present iron catalysis. Further transformation of the S,O-ketal functionality of the product was achieved in a highly trans diastereoselective manner. Moreover, the utility of our methodology was clearly demonstrated by the synthesis of enantioenriched trans-configured THTs.