- Gold(i)-catalysed high-yielding synthesis of indenes by direct Csp3-H bond activation
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A catalytic, practical and high-yielding procedure for the synthesis of indenes by direct Csp3-H activation under gold(i) catalysis was developed. The scope of the protocol was determined by synthesizing some electron-neutral, electr
- Nahide, Pradip D.,Jiménez-Halla, J. Oscar C.,Wrobel, Katarzyna,Solorio-Alvarado, César R.,Ortiz Alvarado, Rafael,Yahuaca-Juárez, Berenice
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- Intramolecular addition of triarylmethanes to alkynes promoted by KOtBu/DMF: A synthetic approach to indene derivatives
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A method for the intramolecular addition of triarylmethanes to alkynes has been developed. The reaction was efficiently promoted by KOtBu/DMF without any transition-metal catalyst. A variety of indene derivatives were prepared in moderate to good yields. A cascade cyclization of 2-alkyl-substituted substrates at elevated reaction temperature gave bicyclic indene derivatives. The reaction is proposed to proceed through the generation of a triphenylmethyl radical. Indene derivatives were prepared by the intramolecular addition of triarylmethanes to alkynes promoted by KOtBu/DMF. A cascade cyclization of 2-alkyl-substituted substrates at elevated reaction temperature gave bicyclic indene derivatives. A free-radical reaction mechanism is proposed.
- Chen, Yan-Yan,Chen, Zhen-Yu,Zhang, Niu-Niu,Chen, Jia-Hua,Zhang, Xue-Jing,Yan, Ming
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p. 599 - 606
(2016/02/19)
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- Modular synthesis of 1H-indenes, dihydro-s-indacene, and diindenoindacene - A carbon-bridged p-phenylenevinylene congener
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(Chemical Equation Presented) A variety of 1H-indenes, dihydro-s-indacenes, and diindenoindacenes, carbon-bridged phenylenevinylene derivatives, can be synthesized in good to high yields using as a synthetic module a 3-lithioindene compound made available
- Zhu, Xiaozhang,Mitsui, Chikahiko,Tsuji, Hayato,Nakamura, Eiichi
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supporting information; experimental part
p. 13596 - 13597
(2009/12/30)
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- The SRN1 Photoarylation of Indenyl Anions
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Irradiation of Me2SO solutions of indenyl anion and its phenylated analogues in the presence of bromobenzene produces the higher phenylated indenes.Thus indenyl anion (1b) yields 3-phenylindene (3a), 1-phenylindenyl anion (3b) yields 1,3- and 1,1-diphenylindene, 2-phenylindenyl anion (2b) produces 2,3-diphenylindene, 1,3-diphenylindenyl anion (6b) produces 1,1,3- and 1,2,3-triphenylindene, and 1,2-diphenylindenyl anion (5b) produces 1,2,3-triphenylindene (8).In liquid ammonia and tetrahydrofuran more complex reaction pathways are observed.The regiochemistry of phenylation is attributed to radical attack at the most basic site, in accord with a previously published model.
- Tolbert, Laren M.,Siddiqui, Shahabuddin
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p. 1744 - 1751
(2007/10/02)
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