The preparation of ester heterocycles mostly uses heteroatoms as nucleophilic sites, which are achieved by intramolecular substitution or addition reactions. Compound: 1-Bromo-2-pentyne( cas:16400-32-1 ) is researched.Product Details of 16400-32-1.Shen, Wen-Bo; Zhang, Ting-Ting; Zhang, Meng; Wu, Jing-Jing; Jiang, Xiao-Lei; Ru, Guang-Xin; Gao, Guang-Qin; Zhu, Xiu-Hong published the article 《Cu(I)- and Au(I)-catalyzed regioselective oxidation of diynes: divergent synthesis of N-heterocycles》 about this compound( cas:16400-32-1 ) in Organic Chemistry Frontiers. Keywords: pyrrole preparation regioselective; dihydroindenopyrrolone preparation regioselective; amide tethered diyne oxidative cyclization copper gold catalyst. Let’s learn more about this compound (cas:16400-32-1).
Catalyst-dependent oxidative cyclization of diynes 2-NH(C(O)R4)-4-R3C6H3CCCH2N(R2)CC(R1) [R1 = Ph, 2-phenylethenyl, thiophen-3-yl, etc.; R2 = Ts, Bs, Ms, benzenesulfonyl; R3 = H, Me, Cl, Br; R4 =Me, Ac, Bz, 4-fluorophenyl, etc.]/(R2)N(CH2CCR5)CCAr [R5 = Me, Et, pentyl, 3-phenylpropyl; Ar = Ph, 4-(trifluoromethyl)phenyl, 3,5-dichlorophenyl, etc.] with 3,5-dichloropyridine N-oxide is achieved using an amide directing group. Non-polarized and aminated alkyne could be selectively activated by copper and gold, thus leading to divergent synthesis of a range of pyrroles I and dihydroindeno[1,2-c]pyrrol-3(2H)-ones II (R6 = H, Cl, Me; R7 = H, Me, F, CF3, etc.; R8 = H, Cl, Me, etc.). It should be noted that this difference might be attributed to the multicoordinated Cu center and the linearly aligned dicoordinated Au center.
Although many compounds look similar to this compound(16400-32-1)Product Details of 16400-32-1, numerous studies have shown that this compound(SMILES:CCC#CCBr), has unique advantages. If you want to know more about similar compounds, you can read my other articles.
Reference:
Tetrahydropyran – Wikipedia,
Tetrahydropyran – an overview | ScienceDirect Topics