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Sulfur-Nitrogen Heterocycles
Molecules 2005, 10(2), 321-326; doi:10.3390/10020321
Article

1,3-Dipolar Cycloaddition Reactions of 1-(4-Phenylphenacyl)-1,10-phenanthrolinium N-Ylide with Activated Alkynes and Alkenes

1,* , 2, 1, 1 and 1
Received: 8 October 2004; in revised form: 4 November 2004 / Accepted: 10 November 2004 / Published: 28 February 2005
(This article belongs to the Special Issue Sulfur-Nitrogen Heterocycles)
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Abstract: The 3 2 cycloaddition reaction of 1-(4-phenylphenacyl)-1,10-phenanthrolinium ylide with activated alkynes gave pyrrolo[1,2- 4a][1,10]phenanthrolines 6a-d. The "one pot" synthesis of 6a,b,d from 4, activatedalkenes, Et3N and tetrakis-pyridine cobalt (II) dichromate (TPCD) is described. Thehelical chirality of pyrrolophenanthrolines 6b-d was put in evidence by NMRspectroscopy.
Keywords: N-ylides; 1; 3-dipolar cycloaddition; pyrrolophenanthrolines; helical chirality. N-ylides; 1; 3-dipolar cycloaddition; pyrrolophenanthrolines; helical chirality.
This is an open access article distributed under the Creative Commons Attribution License which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.

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MDPI and ACS Style

Dumitrascu, F.; Caira, M.R.; Draghici, C.; Caproiu, M.T.; Badoiu, A. 1,3-Dipolar Cycloaddition Reactions of 1-(4-Phenylphenacyl)-1,10-phenanthrolinium N-Ylide with Activated Alkynes and Alkenes. Molecules 2005, 10, 321-326.

AMA Style

Dumitrascu F, Caira MR, Draghici C, Caproiu MT, Badoiu A. 1,3-Dipolar Cycloaddition Reactions of 1-(4-Phenylphenacyl)-1,10-phenanthrolinium N-Ylide with Activated Alkynes and Alkenes. Molecules. 2005; 10(2):321-326.

Chicago/Turabian Style

Dumitrascu, F.; Caira, M. R.; Draghici, C.; Caproiu, M. T.; Badoiu, A. 2005. "1,3-Dipolar Cycloaddition Reactions of 1-(4-Phenylphenacyl)-1,10-phenanthrolinium N-Ylide with Activated Alkynes and Alkenes." Molecules 10, no. 2: 321-326.


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