Introduction of aromatic and heteroaromatic groups in the 2-and 8-positions of the Troger's base core by Suzuki, Stille and Negishi cross-coupling reactions - A comparative study

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Fältnamn	Indikatorer	Metadata
000		03877naa a2200337 4500
001		oai:lup.lub.lu.se:6cea0111-c485-4971-b5ae-bfbf5c78628e
003		SwePub
008		160401s2005 \| \|\|\|\|\|\|\|\|\|\|\|000 \|\|eng\|
024	7	a https://lup.lub.lu.se/record/1523632 URI
024	7	a https://doi.org/10.1002/ejoc.2005002132 DOI
040		a (SwePub)lu
041		a engb eng
042		9 SwePub
072	7	a art2 swepub-publicationtype
072	7	a ref2 swepub-contenttype
100	1	a Solano, Carlosu Lund University,Lunds universitet,Centrum för analys och syntes,Kemiska institutionen,Institutioner vid LTH,Lunds Tekniska Högskola,Centre for Analysis and Synthesis,Department of Chemistry,Departments at LTH,Faculty of Engineering, LTH4 aut0 (Swepub:lu)chem-cso
245	1 0	a Introduction of aromatic and heteroaromatic groups in the 2-and 8-positions of the Troger's base core by Suzuki, Stille and Negishi cross-coupling reactions - A comparative study
264	1	b Wiley,c 2005
520		a A comparative study on the bis(functionalization) of the Troger's base core by aromatic and heteroaromatic groups using palladium-catalyzed cross-coupling reactions is presented. Three different reactions, the Suzuki, Stille, and Negishi couplings, were investigated using Troger's base analogues equally substituted in the 2,8-positions with (HO)(2)B, Bu3Sn and ZnCl groups, respectively, as the metallated comportent. Six aryl halides with different electronic and steric properties were employed as coupling partners. The presence of the bulky and electron-rich phosphane P(tBu)(3) as cocatalyst was found to play an important role. In addition, the palladium source, [Pd(PPh3)(4)] or [Pd-2(dba)(3)], was also found to be all important factor for the yield of the reactions, The Suzuki coupling was found to be the best method in general, giving excellent yields for most aryl halides, whereas the Stille and Negishi couplings gave moderate to good yields. Finally, the crystal structures of the 4-nitrophenyl- and the 2-pyridyl-appended analogues of Troger's base, 7d and 7f, are presented in the Supporting Information.
650	7	a NATURVETENSKAPx Kemix Organisk kemi0 (SwePub)104052 hsv//swe
650	7	a NATURAL SCIENCESx Chemical Sciencesx Organic Chemistry0 (SwePub)104052 hsv//eng
700	1	a Svensson, Daniel4 aut
700	1	a Olomi, Zarinau Lund University,Lunds universitet,Centrum för analys och syntes,Kemiska institutionen,Institutioner vid LTH,Lunds Tekniska Högskola,Centre for Analysis and Synthesis,Department of Chemistry,Departments at LTH,Faculty of Engineering, LTH4 aut0 (Swepub:lu)orgk-zol
700	1	a Jensen, Jacobu Lund University,Lunds universitet,Centrum för analys och syntes,Kemiska institutionen,Institutioner vid LTH,Lunds Tekniska Högskola,Centre for Analysis and Synthesis,Department of Chemistry,Departments at LTH,Faculty of Engineering, LTH4 aut0 (Swepub:lu)orgk1-jj
700	1	a Wendt, Olau Lund University,Lunds universitet,Centrum för analys och syntes,Kemiska institutionen,Institutioner vid LTH,Lunds Tekniska Högskola,Centre for Analysis and Synthesis,Department of Chemistry,Departments at LTH,Faculty of Engineering, LTH4 aut0 (Swepub:lu)ook1-owe
700	1	a Wärnmark, Kennethu Lund University,Lunds universitet,Centrum för analys och syntes,Kemiska institutionen,Institutioner vid LTH,Lunds Tekniska Högskola,Centre for Analysis and Synthesis,Department of Chemistry,Departments at LTH,Faculty of Engineering, LTH4 aut0 (Swepub:lu)orgk1-kw
710	2	a Centrum för analys och syntesb Kemiska institutionen4 org
773	0	t European Journal of Organic Chemistryd : Wileyg 2005:16, s. 3510-3517q 2005:16<3510-3517x 1434-193Xx 1099-0690
856	4	u http://dx.doi.org/10.1002/ejoc.200500213y FULLTEXT
856	4 8	u https://lup.lub.lu.se/record/152363
856	4 8	u https://doi.org/10.1002/ejoc.200500213

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Av författaren/redakt...: Solano, Carlos; Svensson, Daniel; Olomi, Zarina; Jensen, Jacob; Wendt, Ola; Wärnmark, Kennet ...

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