Advanced Search
Display options
Filter resources
Text Availability
Article type
Publication date
Species
Language
Sex
Age
Showing 1 to 6 of 6 entries
Sorted by: Best Match Show Resources per page
Ipso substitution as a route to benzo[c]quinolizines and 4-hydroxycoumarins.

The Journal of organic chemistry

Liu Y, Kurth MJ.
PMID: 11925212
J Org Chem. 2002 Apr 05;67(7):2082-6. doi: 10.1021/jo0161126.

A convenient ipso substitution method for the preparation of benzo[c]quinolizine (2) and 4-hydroxy-3-(2'-pyridyl)coumarin (3) has been developed. The intramolecular nucleophilic substitution reaction of 3-oxo-2-(2'-pyridyl)-(2-halophenyl)propanoate (1) in refluxing xylenes gives initially benzo[c]quinolizine, while further heating results in the formation of...

Cite
Liu Y, Kurth MJ. Ipso substitution as a route to benzo[c]quinolizines and 4-hydroxycoumarins. J Org Chem. 2002;67(7):2082-6doi: 10.1021/jo0161126.
Liu, Y., & Kurth, M. J. (2002). Ipso substitution as a route to benzo[c]quinolizines and 4-hydroxycoumarins. The Journal of organic chemistry, 67(7), 2082-6. https://doi.org/10.1021/jo0161126
Liu, Yannan, and Kurth, Mark J. "Ipso substitution as a route to benzo[c]quinolizines and 4-hydroxycoumarins." The Journal of organic chemistry vol. 67,7 (2002): 2082-6. doi: https://doi.org/10.1021/jo0161126
Liu Y, Kurth MJ. Ipso substitution as a route to benzo[c]quinolizines and 4-hydroxycoumarins. J Org Chem. 2002 Apr 05;67(7):2082-6. doi: 10.1021/jo0161126. PMID: 11925212.
Copy Download .nbib Format: NLM
Gold(i)-catalyzed pathway-switchable tandem cycloisomerizations to indolizino[8,7-b]indole and indolo[2,3-a]quinolizine derivatives.

Chemical communications (Cambridge, England)

Liu C, Sun Z, Xie F, Liang G, Yang L, Li Y, Cheng M, Lin B, Liu Y.
PMID: 31657363
Chem Commun (Camb). 2019 Nov 28;55(96):14418-14421. doi: 10.1039/c9cc05667j.

Experimental and theoretical explorations were performed on the pathways of the cascade cycloisomerizations of tryptamine-N-ethynylpropiolamide substrates. The methodology provided a common strategy to access either indolizino[8,7-b]indoles or indolo[2,3-a]quinolizines in a switchable fashion.

Cite
Liu C, Sun Z, Xie F, et al. Gold(i)-catalyzed pathway-switchable tandem cycloisomerizations to indolizino[8,7-b]indole and indolo[2,3-a]quinolizine derivatives. Chem Commun (Camb). 2019;55(96):14418-14421doi: 10.1039/c9cc05667j.
Liu, C., Sun, Z., Xie, F., Liang, G., Yang, L., Li, Y., Cheng, M., Lin, B., & Liu, Y. (2019). Gold(i)-catalyzed pathway-switchable tandem cycloisomerizations to indolizino[8,7-b]indole and indolo[2,3-a]quinolizine derivatives. Chemical communications (Cambridge, England), 55(96), 14418-14421. https://doi.org/10.1039/c9cc05667j
Liu, Chengjun, et al. "Gold(i)-catalyzed pathway-switchable tandem cycloisomerizations to indolizino[8,7-b]indole and indolo[2,3-a]quinolizine derivatives." Chemical communications (Cambridge, England) vol. 55,96 (2019): 14418-14421. doi: https://doi.org/10.1039/c9cc05667j
Liu C, Sun Z, Xie F, Liang G, Yang L, Li Y, Cheng M, Lin B, Liu Y. Gold(i)-catalyzed pathway-switchable tandem cycloisomerizations to indolizino[8,7-b]indole and indolo[2,3-a]quinolizine derivatives. Chem Commun (Camb). 2019 Nov 28;55(96):14418-14421. doi: 10.1039/c9cc05667j. PMID: 31657363.
Copy Download .nbib Format: NLM
Rhodium(III)-catalyzed cascade oxidative annulation reactions of aryl imidazolium salts with alkynes involving multiple C-H bond activation.

Organic & biomolecular chemistry

Ge Q, Li B, Song H, Wang B.
PMID: 26083396
Org Biomol Chem. 2015 Jul 28;13(28):7695-710. doi: 10.1039/c5ob00823a.

The cascade oxidative annulation reactions of aryl imidazolium salts with alkynes proceed efficiently in the presence of [Cp*RhCl2]2 and Cu(OAc)2·H2O to give substituted imidazo[1,2-a]-quinolinium salts and benzo[ij]imidazo[2,1,5-de]quinolizinium salts. The reactions were through the normal and abnormal N-heterocyclic carbene (NHC)-directed...

Cite
Ge Q, Li B, Song H, et al. Rhodium(III)-catalyzed cascade oxidative annulation reactions of aryl imidazolium salts with alkynes involving multiple C-H bond activation. Org Biomol Chem. 2015;13(28):7695-710doi: 10.1039/c5ob00823a.
Ge, Q., Li, B., Song, H., & Wang, B. (2015). Rhodium(III)-catalyzed cascade oxidative annulation reactions of aryl imidazolium salts with alkynes involving multiple C-H bond activation. Organic & biomolecular chemistry, 13(28), 7695-710. https://doi.org/10.1039/c5ob00823a
Ge, Qingmei, et al. "Rhodium(III)-catalyzed cascade oxidative annulation reactions of aryl imidazolium salts with alkynes involving multiple C-H bond activation." Organic & biomolecular chemistry vol. 13,28 (2015): 7695-710. doi: https://doi.org/10.1039/c5ob00823a
Ge Q, Li B, Song H, Wang B. Rhodium(III)-catalyzed cascade oxidative annulation reactions of aryl imidazolium salts with alkynes involving multiple C-H bond activation. Org Biomol Chem. 2015 Jul 28;13(28):7695-710. doi: 10.1039/c5ob00823a. PMID: 26083396.
Copy Download .nbib Format: NLM
Chair to boat interconversion and face to face interactions in isomeric aryl-substituted perhydrocyclopentaquinolizines.

The Journal of organic chemistry

Lunazzi L, Mazzanti A, Rafi S, Rao HS.
PMID: 18154303
J Org Chem. 2008 Jan 18;73(2):678-88. doi: 10.1021/jo702172u. Epub 2007 Dec 22.

The structure and the conformation of the two isomeric 3,5-di(4-methoxyphenyl)perhydrocyclopenta[ij]quinolizines 1 and 2 have been determined by a combination of NOE experiments, analysis of vicinal J coupling constants, and DFT computations. The two aryl rings were found to exhibit...

Cite
Lunazzi L, Mazzanti A, Rafi S, et al. Chair to boat interconversion and face to face interactions in isomeric aryl-substituted perhydrocyclopentaquinolizines. J Org Chem. 2007;73(2):678-88doi: 10.1021/jo702172u.
Lunazzi, L., Mazzanti, A., Rafi, S., & Rao, H. S. (2008). Chair to boat interconversion and face to face interactions in isomeric aryl-substituted perhydrocyclopentaquinolizines. The Journal of organic chemistry, 73(2), 678-88. https://doi.org/10.1021/jo702172u
Lunazzi, Lodovico, et al. "Chair to boat interconversion and face to face interactions in isomeric aryl-substituted perhydrocyclopentaquinolizines." The Journal of organic chemistry vol. 73,2 (2008): 678-88. doi: https://doi.org/10.1021/jo702172u
Lunazzi L, Mazzanti A, Rafi S, Rao HS. Chair to boat interconversion and face to face interactions in isomeric aryl-substituted perhydrocyclopentaquinolizines. J Org Chem. 2008 Jan 18;73(2):678-88. doi: 10.1021/jo702172u. Epub 2007 Dec 22. PMID: 18154303.
Copy Download .nbib Format: NLM
Total Syntheses of (+/-)-Deethylibophyllidine Using a Crisscross Annulation: Ring Cleavage of Octahydroindolo[2,3-a]quinolizines Followed by Tandem Cyclizations of Octahydroazecino[5,4-b]indoles.

The Journal of organic chemistry

Bonjoch J, Fernàndez JC, Valls N.
PMID: 11672381
J Org Chem. 1998 Oct 16;63(21):7338-7347. doi: 10.1021/jo980909o.

The total synthesis of (+/-)-deethylibophyllidine (1) is described. Three different sequences provide this pentacyclic alkaloid using a common strategy involving a crisscross annulation. Key steps include (i) C/D ring cleavage of a 2-formyloctahydroindolo[2,3-a]quinolizine to obtain octahydroazecino[5,4-b]indoles, via either a...

Cite
Bonjoch J, Fernàndez JC, Valls N. Total Syntheses of (+/-)-Deethylibophyllidine Using a Crisscross Annulation: Ring Cleavage of Octahydroindolo[2,3-a]quinolizines Followed by Tandem Cyclizations of Octahydroazecino[5,4-b]indoles. J Org Chem. 1998;63(21):7338-7347doi: 10.1021/jo980909o.
Bonjoch, J., Fernàndez, J. C., & Valls, N. (1998). Total Syntheses of (+/-)-Deethylibophyllidine Using a Crisscross Annulation: Ring Cleavage of Octahydroindolo[2,3-a]quinolizines Followed by Tandem Cyclizations of Octahydroazecino[5,4-b]indoles. The Journal of organic chemistry, 63(21), 7338-7347. https://doi.org/10.1021/jo980909o
Bonjoch, Josep, et al. "Total Syntheses of (+/-)-Deethylibophyllidine Using a Crisscross Annulation: Ring Cleavage of Octahydroindolo[2,3-a]quinolizines Followed by Tandem Cyclizations of Octahydroazecino[5,4-b]indoles." The Journal of organic chemistry vol. 63,21 (1998): 7338-7347. doi: https://doi.org/10.1021/jo980909o
Bonjoch J, Fernàndez JC, Valls N. Total Syntheses of (+/-)-Deethylibophyllidine Using a Crisscross Annulation: Ring Cleavage of Octahydroindolo[2,3-a]quinolizines Followed by Tandem Cyclizations of Octahydroazecino[5,4-b]indoles. J Org Chem. 1998 Oct 16;63(21):7338-7347. doi: 10.1021/jo980909o. PMID: 11672381.
Copy Download .nbib Format: NLM
Dual C-H functionalization of N-aryl tetrahydroisoquinolines: a highly diastereoselective synthesis of dibenzo[a,f]quinolizines via visible-light induced oxidation and inverse electron-demand aza-Diels-Alder reaction.

Chemical communications (Cambridge, England)

Xu GQ, Li CG, Liu MQ, Cao J, Luo YC, Xu PF.
PMID: 26603196
Chem Commun (Camb). 2016 Jan 21;52(6):1190-3. doi: 10.1039/c5cc08833j.

Described herein is the first example of the application of an iminium intermediate generated by visible-light photocatalyzed oxidation in an inverse electron-demand aza-Diels-Alder reaction. This dual functionalization of both C(sp(3))-H and C(sp(2))-H bonds of N-aryl tetrahydroisoquinolines represents a valuable...

Cite
Xu GQ, Li CG, Liu MQ, et al. Dual C-H functionalization of N-aryl tetrahydroisoquinolines: a highly diastereoselective synthesis of dibenzo[a,f]quinolizines via visible-light induced oxidation and inverse electron-demand aza-Diels-Alder reaction. Chem Commun (Camb). 2016;52(6):1190-3doi: 10.1039/c5cc08833j.
Xu, G. Q., Li, C. G., Liu, M. Q., Cao, J., Luo, Y. C., & Xu, P. F. (2016). Dual C-H functionalization of N-aryl tetrahydroisoquinolines: a highly diastereoselective synthesis of dibenzo[a,f]quinolizines via visible-light induced oxidation and inverse electron-demand aza-Diels-Alder reaction. Chemical communications (Cambridge, England), 52(6), 1190-3. https://doi.org/10.1039/c5cc08833j
Xu, Guo-Qiang, et al. "Dual C-H functionalization of N-aryl tetrahydroisoquinolines: a highly diastereoselective synthesis of dibenzo[a,f]quinolizines via visible-light induced oxidation and inverse electron-demand aza-Diels-Alder reaction." Chemical communications (Cambridge, England) vol. 52,6 (2016): 1190-3. doi: https://doi.org/10.1039/c5cc08833j
Xu GQ, Li CG, Liu MQ, Cao J, Luo YC, Xu PF. Dual C-H functionalization of N-aryl tetrahydroisoquinolines: a highly diastereoselective synthesis of dibenzo[a,f]quinolizines via visible-light induced oxidation and inverse electron-demand aza-Diels-Alder reaction. Chem Commun (Camb). 2016 Jan 21;52(6):1190-3. doi: 10.1039/c5cc08833j. PMID: 26603196.
Copy Download .nbib Format: NLM
Showing 1 to 6 of 6 entries