The reaction of an aromatic heterocycle with a proton is called a protonation. One of articles about this theory is 《Structure of diene-phosphonous dihalide addition products and of derived phospholenes and phospholene oxides》. Authors are Quin, Louis D.; Gratz, Joan P.; Barket, Thomas P..The article about the compound:4-Methyl-1-phenyl-2,3-dihydro-1H-phosphole 1-oxidecas:707-61-9,SMILESS:CC1=CP(CC1)(C2=CC=CC=C2)=O).Related Products of 707-61-9. Through the article, more information about this compound (cas:707-61-9) is conveyed.
The cycloadducts of MePCl2 and butadiene, isoprene, 3,4-dimethylbutadiene, or piperylene give rise to 3-phospholene oxides on hydrolysis and 3-phospholenes (I) on reduction with Mg. The cycloadduct from butadiene also contained the 3-phospholene ring. The 3-phospholene oxides may be caused to rearrange to 2-phospholene oxides either thermally or by refluxing aqueous base. Acid treatment was effective only for rearranging the 3-Me derivative The 3,4-di-Me derivative resisted rearrangement conditions. PhPBr2 (synthesized by a new method from PhP(O)(OH)Cl and PBr3) also gave an adduct with isoprene shown by N.M.R. studies to contain the 3-phospholene ring, which was preserved in the oxide and phospholene. However, the isoprene-PhPCl2 adduct contained the 2-phospholene ring; the derived oxide and phospholene were also the 2-isomers. Independent syntheses of the isomeric 1-phenyl-3-methylphospholene oxides confirmed the assignments. The adduct from piperylene and PhPBr2 also gave on hydrolysis the 3-phospholene oxide, while that from PhPCl2 gave the 2-isomer. 26 references.
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Reference:
1,3-Benzodioxole – Wikipedia,
Dioxole | C3H4O2 – PubChem