The reaction of an aromatic heterocycle with a proton is called a protonation. One of articles about this theory is 《Total Synthesis of (-)-Cylindrocyclophane F: A Yardstick for Probing New Catalytic C-C Bond-Forming Methodologies》. Authors are Berthold, Dino; Breit, Bernhard.The article about the compound:1-Iodo-2-methylbutanecas:616-14-8,SMILESS:CCC(CI)C).Synthetic Route of C5H11I. Through the article, more information about this compound (cas:616-14-8) is conveyed.
A short and efficient total synthesis of the C2-sym. (-)-cylindrocyclophane F is presented, using a cross olefin metathesis dimerization strategy for construction of the [7,7]-paracyclophane macrocycle. The synthesis of the dimerization building block includes a Pd-catalyzed sp3-sp2 Negishi cross coupling of a sterically hindered Zn-reagent with an aromatic triflate, an enantiospecific Zn-catalyzed sp3-sp3 cross coupling of an α-hydroxy ester triflate with a Grignard reagent and the application of an enantioselective Rh-catalyzed C-allylation of an electron rich arene.
Although many compounds look similar to this compound(616-14-8)Synthetic Route of C5H11I, numerous studies have shown that this compound(SMILES:CCC(CI)C), has unique advantages. If you want to know more about similar compounds, you can read my other articles.
Reference:
Thiomorpholine – Wikipedia,
Thiomorpholine | C4H9NS – PubChem