1794-48-5Relevant articles and documents
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Lappin
, p. 3966 (1949)
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Copper(I)-Catalyzed Intramolecular Cyclization of o-Propargyloxy Diketopiperazines to Access Diverse Diazabicyclic and Spiro-Diketopiperazinochromanes
Armaghan, Mahsa,Balalaie, Saeed,Bijanzadeh, Hamid Reza,Frank, Walter,Manavi, Bita,Rominger, Frank,Tejeneki, Hossein Zahedian
supporting information, p. 4190 - 4196 (2021/08/06)
In this report, two distinctive intramolecular cyclizations of o-propargyloxy diketopiperazines (achieved from a one-pot Ugi post-transformation) is achieved via a copper(I)-catalyzed intramolecular reaction of azomethine ylide and alkyne moiety. The presence of internal alkyne in the starting materials directed the reaction towards through [3+2]-cycloaddition, while terminal alkyne led to a spirocyclization reaction between azomethine ylide and terminal unsaturated C?C bond. This method offering an opportunity for the synthesis of challenging Diazabicyclics and Spiro-Diketopiperazinochromanes in high yields with exclusive diastereoselectivity. (Figure presented.).
Catalytic synthesis of isoquinolines via intramolecular migration of n-aryl sulfonyl groups on 1,5-yne-imines
Hoshimoto, Yoichi,Kumar, Ravindra,Nishimura, Chika,Ogoshi, Sensuke,Sasaoka, Yukari
supporting information, p. 182 - 186 (2020/04/27)
Isoquinolines are ubiquitous structural motifs in a variety of bioactive compounds, including medicinal agents and natural products. The development of novel strategies for the preparation of isoquinolines using non-toxic organocatalysts is thus worthwhile. Herein, we report a simple amine-catalyzed protocol for the synthesis of isoquinolines from 1,5-yne-imines via the intramoleular migration of an N-aryl sulfonyl group to the carbon atom of the alkyne moiety.
Transition metal-free diastereospecific synthesis of (Z)-2-arylidene-2,3-dihydrobenzo[b][1,4]dioxines by reaction of (Z)-1,2-dibromo-3-aryl-2-propenes with catechols
Beifuss, Uwe,Bharatam, Prasad V.,Conrad, Jürgen,Frey, Wolfgang,Rekowski, Szymon P.,Wani, Aabid A.
supporting information, (2020/09/18)
A transition metal-free, diastereospecific reaction between substituted (Z)-1,2-dibromo-3-phenyl-2-propenes and substituted catechols using Cs2CO3 as a base at 140 °C for 18 h delivers exclusively substituted (Z)-2-arylidene-2,3-dihy
