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Efficient synthesis of N-alkyl-2,7-dihalocarbazoles by simultaneous carbazole ring closure and N-alkylation

SYSNO ASEP	0377087
Document Type	J - Journal Article
R&D Document Type	Journal Article
Subsidiary J	Článek ve WOS
Title	Efficient synthesis of N-alkyl-2,7-dihalocarbazoles by simultaneous carbazole ring closure and N-alkylation
Author(s)	Výprachtický, Drahomír (UMCH-V)_{RID, ORCID} Kmínek, Ivan (UMCH-V) Pokorná, Veronika (UMCH-V)_RID Cimrová, Věra (UMCH-V)_{RID, ORCID}
Source Title	Tetrahedron. - : Elsevier - ISSN 0040-4020 Roč. 68, č. 25 (2012), s. 5075-5080
Number of pages	6 s.
Language	eng - English
Country	GB - United Kingdom
Keywords	carbazole ring closure ; carbazole alkylation ; heterocycles
Subject RIV	JA - Electronics ; Optoelectronics, Electrical Engineering
R&D Projects	1M06031 GA MŠMT - Ministry of Education, Youth and Sports (MEYS)
	GAP106/12/0827 GA ČR - Czech Science Foundation (CSF)
Institutional support	UMCH-V - RVO:61389013
CEZ	AV0Z40500505 - UMCH-V (2005-2011)
UT WOS	000304892800019
DOI	10.1016/j.tet.2012.04.044
Annotation	The N-alkyl-2,7-dihalocarbazole as the main product was formed by the reaction of 4,4′-dihalo-2-nitrobiphenyl with aromatic nitro compound and trialkyl phosphite. The presence and crucial role of aromatic nitro compound causes simultaneous carbazole ring closure and N-alkylation unlike the Cadogan ring closure where non-alkylated carbazole is formed as a main product. In addition, the mixture of aromatic nitro compound and trialkyl phosphite was found to be a possible N-alkylating agent for heterocycles, such as carbazole or indole.
Workplace	Institute of Macromolecular Chemistry
Contact	Eva Čechová, cechova@imc.cas.cz ; Tel.: 296 809 358
Year of Publishing	2013

Number of the records: 1