Kalinin, Alexey V. published the artcileSynthesis of Constrained Raloxifene Analogues by Complementary Use of Friedel-Crafts and Directed Remote Metalation Reactions, Computed Properties of 6972-05-0, the publication is Journal of Organic Chemistry (2003), 68(15), 5992-5999, database is CAplus and MEDLINE.
New constrained heterocyclic analogs of Raloxifene, I [R1 = 2-(1-piperidinyl)ethoxy, R2 = H; R1 = H, R2 = 2-(1-piperidinyl)ethoxy] and II, were prepared by complementary Directed remote Metalation (DreM)/Friedel-Crafts cyclization approaches. Utilization of a benzylidene-thiolactone rearrangement was successfully implemented to construct benzothiophenes III (R3 = Me2CH, R4 = MeO; R3 = Me, PhCH2, R4 = Et2N) in good yields. Selective deprotection of III (R3 = Me2CH, R4 = MeO; R3 = PhCH2, R4 = Et2N) induced by complexation was followed by trifluoromethylsulfonylation and Suzuki-Miyaura cross coupling with 3-[2-(1-piperidinyl)ethoxy]phenyl dioxaborolane to give the corresponding 2,4-diaryl-substituted benzothiophenes with methoxycarbonyl or diethylcarbamoyl group in the 3 position. Treatment of the latter with BCl3 or with excess LDA induced an intramol. para or ortho cyclization and concomitant double deprotection to furnish I. Similar sequence starting from III (R3 = Me, R4 = Et2N) afforded the constrained analog II.
Journal of Organic Chemistry published new progress about 6972-05-0. 6972-05-0 belongs to catalysis-chemistry, auxiliary class Thiourea,Amine,Aliphatic hydrocarbon chain,Amide, name is 1,1-Dimethylthiourea, and the molecular formula is C3H8N2S, Computed Properties of 6972-05-0.
Referemce:
https://courses.lumenlearning.com/boundless-chemistry/chapter/catalysis/,
Catalysis – Wikipedia