81268-06-6Relevant academic research and scientific papers
DDQ-promoted C(sp3)[sbnd]H phosphorylation of cycloheptatriene
Wen, Chunxiao,Yu, Guodian,Ou, Yingcong,Wang, Xiaofeng,Zhang, Kun,Chen, Qian
, p. 1345 - 1348 (2019)
An efficient and convenient C(sp3)[sbnd]H phosphorylation has been achieved via the DDQ-promoted cross-dehydrogenative coupling between cycloheptatriene and P(O)H compounds at room temperature. This transformation provides a direct synthetic route to the construction of C(sp3)[sbnd]P bonds with good functional group compatibility, leading to the formation of cyclohepta-2,4,6-trien-1-ylphosphonates in up to 99% yield.
CYCLOHEPTATRIENYL-PHOSPHORUS DERIVATIVES. AN ABNORMAL PHOSPHONIUM SALT HYDROLYSIS.
Gilheany, Declan G.,Thompson, Norris T.,Walker, Brian J.
, p. 3843 - 3844 (2007/10/02)
A variety of cycloheptatrienyl-phosphorus derivatives have been prepared.In no case was evidence obtained of contribution from norcaradiene forms.Attempts to prepare the corresponding ylide from cycloheptatrienyltriphenylphosphonium salts led to substitution of phospine, as did reactions with a variety of nucleophiles, including hydroxide ion where the observed reaction is in conflict with earlier reports.
Synthesis and Valence Tautomerism of 4(8)-Monosubstituted Homotropilidenes
Maas, Gerhard,Kettenring, Juergen K.
, p. 627 - 644 (2007/10/02)
A synthesis of 4(8)-monosubstituted homotropilidenes (bicycloocta-2,5-dienes) is described, which starts from the Diels-Alder adducts 10b - e of 7-monosubstituted cycloheptatrienes and diazomethane.The same synthetic goal is reached by starting from the Diels-Alder adduct 10a of cycloheptatriene itself and diazoethane, though with the opposite substituent position on the homotropilidene framework.Along this route, endo-8-methyl-, endo-8-isopropyl-, endo-8-phenyl- and exo-8-methylhomotropilidene have been made which display a more or less pronounced valence tautomerism.
