627-09-8Relevant articles and documents
Cis and trans radicals generated in helical poly(propargyl acetate)s prepared using a [Rh(norbornadiene)Cl]2 catalyst
Yoshida, Yoshiaki,Mawatari, Yasuteru,Seki, Chigusa,Hiraoki, Toshifumi,Matsuyama, Haruo,Tabata, Masayoshi
, p. 646 - 651 (2011)
The poly(propargyl acetate) (A) having a helical cis-transoid structure was stereospecifically prepared using the Rh complex catalyst, [Rh(norbornadiene) Cl]2, in MeOH or NEt3 solvent at 0 and 40 °C in moderate yield. Electron spin resonance (ESR) analysis of the polymer revealed the formation of the cis (B) and trans (C) radicals which were produced through the thermal rotational scission of the helical cis CC bonds in the main-chain during the polymerization. The spatial and geometrical structure was successfully deduced using the two analogues' polymers in which either methyl or methylene group is deuterated, by the aide of computer simulation of the observed ESR spectra together with the calculation of spin density of the two radicals.
Simple One-Pot Preparation of 1,2-Diacetoxy-2-propene. A Convenient Precursor of 1-Acetoxy-3-chloro-2-propanone
Sakai, Kunikazu,Kondo, Kiyosi
, p. 1665 - 1666 (1990)
From a neat mixture of acetic acid and propargyl alcohol, 1,2-diacetoxy-2-propene was prepared by successive treatment with an acid catalyst and a Ru catalyst in one-pot procedure.The product was a convenient precursor of 1-acetoxy-3-chloro-2-propanone.
Synthesis of Cyclopenta[b]indoles via a Formal [3+2] Cyclization of N-Sulfonyl-1,2,3-triazoles and Indoles
Duan, Shengguo,Zhang, Wan,Hu, Yuntong,Xu, Ze-Feng,Li, Chuan-Ying
supporting information, p. 3570 - 3575 (2020/08/05)
Annulation of benzoxy-tethered N-sulfonyl-1,2,3-triazoles and indoles has been developed in this paper, providing an efficient and convenient access to valuable cyclopenta[b]indoles in moderate to good yields. α,β-Unsaturated imine, which generated in situ from denitrogenation and 1,2-OBz migration of triazole, provided three carbons for the formal [3+2] cyclization reaction for the first time. (Figure presented.).
Neighboring Carbonyl Group Assisted Oxyacetoxylation of Propargylic Carboxylates with Retention of Chirality under Metal Free Condition
Pradhan, Tapas R.,Mohapatra, Debendra K.
supporting information, p. 3605 - 3611 (2019/07/04)
A metal-free oxyacetoxylation method of primary, secondary and tertiary propargylic carboxylates with retention of chirality was presented. The reaction proceeds through the intramolecular nucleophilic attack of the neighboring carbonyl group on an alkynyliodonium intermediate. The process is general with broad substrate scope and is amenable for application to a variety of propargyl carboxylates including those obtained from natural products. Insight into the mechanistic pathway by isotopic labelling (using H2O18 and D2O) and controlled experiments confirmed. (Figure presented.).