23246-23-3Relevant academic research and scientific papers
Diversity-Oriented Desulfonylative Functionalization of Alkyl Allyl Sulfones
Xia, Yong,Studer, Armido
, p. 9836 - 9840 (2019)
The diversity-oriented desulfonylative functionalization of alkyl allyl sulfones with various sulfone-type reagents by radical chemistry has been developed. The readily installed allylsulfonyl moiety acts as a C-radical precursor, which is substituted by various functionalities using sulfur-based radical trapping reagents. The generality of this approach is documented by the successful desulfonylative alkynylation, azidation, trifluoromethylthiolation, sulfenylation, trifluoromethylselenylation, halogenation, and deuteration. The method is compatible with a wide range of functional groups. Considering the deuteration, products are obtained in good yields with a high level of deuterium incorporation.
An atom-economic and odorless thia-Michael addition in a deep eutectic solvent
Azizi, Najmedin,Yadollahy, Zahra,Rahimzadeh-Oskooee, Amin
, p. 1722 - 1725 (2014/03/21)
The first 100% atom-efficient and odorless protocol for carbon-sulfur bond formation in a deep eutectic solvent (DES) as both the reaction medium and catalyst is reported. The biodegradable and inexpensive DES provides an efficient and convenient ionic reaction medium for the thia-Michael addition with in situ generation of S-alkylisothiouronium salts in place of thiols without the urea by-product segment. This protocol offers several advantages including short reaction times, high yields, clean reactions, and inexpensive and commercially available starting materials.
Novel atom-economic reaction: Comprehensive utilization of S-alkylisothiouronium salt in the synthesis of thioethers and guanidinium salts
Gao, Pengchao,Leng, Penglin,Sun, Qi,Wang, Xin,Ge, Zemei,Li, Runtao
, p. 17150 - 17155 (2013/09/24)
A novel atom-economic three-component one-pot reaction of a primary amine, an S-alkylisothiouronium salt and a Michael receptor is reported, which affords a guanidinium salt and thioether simultaneously. The guanidine moiety is involved in catalyzing the conjugated Michael addition of the mercaptan. The reaction proceeds under ambient conditions using a non-toxic EtOH-H2O mixture as the solvent, and the two products can be very easily purified. Complete atom economy is achieved by fully utilizing the S-alkylisothiouronium salt and converting the previously wasted mercaptan by-product into the valuable thioether.
