Electric Literature of C34H22NO2P. The protonation of heteroatoms in aromatic heterocycles can be divided into two categories: lone pairs of electrons are in the aromatic ring conjugated system; and lone pairs of electrons do not participate. Compound: 5-(11bR)-Dinaphtho[2,1-d:1′,2′-f][1,3,2]dioxaphosphepin-4-yl-5H-dibenz[b,f]azepine, is researched, Molecular C34H22NO2P, CAS is 1265884-98-7, about Cu-Catalyzed asymmetric borylative cyclization of cyclohexadienone-containing 1,6-enynes. Author is Liu, Ping; Fukui, Yuki; Tian, Ping; He, Zhi-Tao; Sun, Cai-Yun; Wu, Nuo-Yi; Lin, Guo-Qiang.
The first CuCl/phosphine-catalyzed asym. borylative cyclization of cyclohexadienone-containing 1,6-enynes I (1a-r) is achieved through a tandem process: selective β-borylation of propargylic ether and subsequent conjugate addition to cyclohexadienone, giving bicyclic enones II [3a-r, R1 = H, Me, Et, Bu; R2 = Me, Et, PhCH2, 4-BrC6H4, TBSOCH2CH2, iPr, CH2:CH, MeOCOCH2, Br(CH2)3, CH2:CHCH2, Ph, AcO(CH2)2, MeO; R3 = H, Me; R4 = H, Me] with moderate to high yields and generally, with >90% ee. The reaction proceeds with excellent regioselectivity and enantioselectivity to afford an optically pure cis-hydrobenzofuran framework bearing alkenylboronate and enone substructures. Furthermore, the resulting bicyclic products could be converted to bridged and tricyclic ring structures. This method extends the realm of Cu-catalyzed asym. tandem reactions using bis(pinacolato)diboron (B2pin2).
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Reference:
1,3-Benzodioxole – Wikipedia,
Dioxole | C3H4O2 – PubChem