133844-84-5Relevant articles and documents
Heteroaryl functionalised diacetylenes: Preparation and solid-state reactivity
Sarkar, Abhijit,Talwar, Satya S.
, p. 4141 - 4146 (1998)
Diacetylenes are known to undergo solid-state topochemical polymerisation to give polydiacetylenes. The reactivity of the monomer is controlled by the arrangement of the molecules in the crystal lattice wherein certain parametric conditions must be met for 1,4-addition to proceed. In the present paper, we investigated the structure-reactivity relationship of a class of diacetylene monomers. Heteroaryl moieties such as thiophene, benzo[b]thiophene and quinoline as one or both directly bound side groups of a diacetylene backbone were used. Thus various symmetrical as well as unsymmetrical diacetylenes were prepared and characterised. The solid-state polymerisation behaviour of these diacetylenes was studied in the light of their single-crystal X-ray structure. It was found that in order to react in the solid state, the diacetylenes must have the required lattice parameters. However, even when the required lattice parameters are met, the diacetylene monomers do not necessarily undergo solid-state 1,4-addition polymerisation, implying the existence of further controlling factors to determine reactivity.
One-Pot Palladium-Catalysed Synthesis of Diarylalkynes
Carpita, Adriano,Lessi, Alessandro,Rossi, Renzo
, p. 571 - 572 (1984)
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Nanosized Pd(0)-arabinogalactan composites as catalysts in the Sonogashira reaction
Parshina,Tantsyrev,Grishchenko,Trofimov
, p. 412 - 416 (2013)
Zero-valent palladium nanoparticles stabilized by arabinogalactan polysaccharide matrix were successfully used for the first time as phosphine-free catalyst in the cross-coupling of terminal alkynes with aryl and hetaryl halides.
Rhodium-catalyzed oxidative coupling of benzoic acids with propargyl alcohols: An efficient access to isocoumarins
Luo, Feihua,He, Shuhua,Gou, Quan,Chen, Jinyang,Zhang, mingzhong
, (2021)
An efficient protocol of Rh(III)-catalyzed oxidative cyclization of benzoic acids with propargyl alcohols to give substituted isocoumarins under mild conditions was reported. A variety of substrates were applied in this reaction in yields up to 89%.
Cleavage of C–C and C–O Bonds to Form C–C Bonds: Direct Cross-Coupling between Acetylenic Alcohols and Benzylic Carbonates
Mi, Zhiyuan,Tang, Jiahao,Guan, Zhipeng,Shi, Wei,Chen, Hao
supporting information, p. 4479 - 4482 (2018/09/10)
A palladium-catalyzed cross-coupling reaction between C(sp) and C(sp3) centers was achieved in excellent yields via C–C bond cleavage and C–O bond cleavage. This procedure uses relatively stable acetylenic alcohols as reactants instead of unsta
Gold-Catalyzed [4+2]- and [3+3]-Annulations of Ynamides with 1-Yn-3-ols to Access Six-Membered Carbocycles and Oxacycles via Three Distinct Cyclizations
Giri, Sovan Sundar,Liu, Rai-Shung
supporting information, p. 3311 - 3318 (2017/09/13)
Three distinct strategies for catalytic annulations between ynamides and 1-yn-3-ols are described; the resulting carbo- and heterocycles were produced efficiently in one-pot operations using a gold catalyst. The chemoselectivities of these annulations are controlled by variations of the substituents of the ynamides and the 1-yn-3-ols. This reaction sequence involves initial alkoxylations of ynamides, followed by Claisen rearrangement of propargylic enol ethers, and ends with 6-endo-trig cyclizations of 1-allenyl-5-amide intermediates. Among these cascade annulations, the cyclizations of 5-allenyl-1-amides to yield 5,6-dihydro-2-pyranones and 6-alkylenecyclohex-2-ene-1-carboxamides are unprecedented in the literature. (Figure presented.).
