149457-46-5Relevant academic research and scientific papers
Parallel synthesis of a desketoraloxifene analogue library via iodocyclization/palladium-catalyzed coupling
Cho, Chul-Hee,Jung, Dai-Il,Neuenswander, Benjamin,Larock, Richard C.
experimental part, p. 501 - 510 (2011/10/31)
For a future structure-activity relationship (SAR) study, a library of desketoraloxifene analogues has been prepared by parallel synthesis using iodocyclization and subsequent palladium-catalyzed coupling reactions. Points of desketoraloxifene diversification involve the two phenolic hydroxyl groups and the aliphatic amine side chain. This approach affords oxygen-bearing 3-iodobenzo[b]thiophenes 4 in excellent yields, which are easily further elaborated using a two-step approach involving Suzuki-Miyaura and Mitsunobu coupling reactions to give multimethoxy-substituted desketoraloxifene analogues 6. Various hydroxyl-substituted desketoraloxifene analogues 7 were subsequently generated by demethylation with BBr3.
A novel palladium-mediated coupling approach to 2,3-disubstituted benzo[b]thiophenes and its application to the synthesis of tubulin binding agents
Flynn, Bernard L.,Verdier-Pinard, Pascal,Hamel, Ernest
, p. 651 - 653 (2007/10/03)
Flexible, convergent access to 2,3-disubstituted benzo[b]thiophenes has been developed. The most concise approach involves sequential coupling of o-bromoiodobenzenes with benzylmercaptan and zinc acetylides to give benzyl o-ethynylpnenyl sulfides which re
A general and simple synthesis of phosphindoles
Markl,Jin,Berr
, p. 3103 - 3106 (2007/10/02)
A first simple and general synthesis of phosphindoles by intramolecular cyclisation of secondary o-phosphinotolanes is described.
