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Most Requested Journal Articles 3Q07-Chemistry and Related Science

Following is one of the journal articles most requested by researchers using CAS electronic products.

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CAS indexed 67 chemical substances from this document. CAS subject entries for this document include: Ligands; Heterocyclic compounds; Arylation; and 2 additional concepts.

CAPLUS COPYRIGHT 2007 ACS on STN

TITLE:	Highly Efficient Copper-Catalyzed N-Arylation of Nitrogen-Containing Heterocycles with Aryl and Heteroaryl Halides
AUTHOR(S):	Zhu, Liangbo; Cheng, Liang; Zhang, Yuxi; Xie, Rugang; You, Jingsong
CORPORATE SOURCE:	Key Laboratory of Green Chemistry and Technology of Ministry of Education, College of Chemistry, and State Key Laboratory of Biotherapy, West China Hospital, West China Medical School, Sichuan University, Chengdu, 610064, Peop. Rep. China
SOURCE:	Journal of Organic Chemistry (2007), 72(8), 2737-2743 CODEN: JOCEAH; ISSN: 0022-3263
PUBLISHER:	American Chemical Society
LANGUAGE:	English

ABSTRACT:
New (S)-pyrrolidinylmethylimidazole ligands I (R1 = benzyl, R2 = Me, H; R1 = Me, R2 = H) have been readily synthesized in a straightforward fashion from least expensive starting materials in short steps in high yields. Relatively mild and highly efficient CuI-catalyzed N-arylation procedures for imidazoles with aryl and heteroaryl bromides or chlorides have been developed in the presence of I (R1 = benzyl, R2 = Me) and Cs2CO3. It is important to note that the protocol could tolerate functional groups such as ester, nitrile, nitro, ketone, free hydroxyl, and free primary amine on the aryl halide. The protocol could also be applicable to other .pi.-electron-rich nitrogen heterocycles (pyrrole, pyrazole, indole, benzimidazole, and triazole), affording the N-arylazoles, e.g. II, in good to excellent yields.