Tags

Type your tag names separated by a space and hit enter

Copper-catalyzed difunctionalization of activated alkynes by radical oxidation-tandem cyclization/dearomatization to synthesize 3-trifluoromethyl spiro[4.5]trienones.
Chemistry. 2015 Jan 19; 21(4):1468-73.C

Abstract

A copper-catalyzed difunctionalizing trifluoromethylation of activated alkynes with the cheap reagent sodium trifluoromethanesulfinate (NaSO2CF3 or Langlois' reagent) has been developed incorporating a tandem cyclization/dearomatization process. This strategy affords a straightforward route to synthesis of 3-(trifluoromethyl)-spiro[4.5]trienones, and presents an example of difunctionalization of alkynes for simultaneous formation of two carbon-carbon single bonds and one carbon-oxygen double bond.

Authors+Show Affiliations

State Key Laboratory of Applied Organic Chemistry, Lanzhou University, Lanzhou 730000 (P. R. China), Fax: (+86) 931-891-2582.No affiliation info availableNo affiliation info availableNo affiliation info availableNo affiliation info availableNo affiliation info availableNo affiliation info availableNo affiliation info availableNo affiliation info availableNo affiliation info available

Pub Type(s)

Journal Article
Research Support, Non-U.S. Gov't

Language

eng

PubMed ID

25452200

Citation

Hua, Hui-Liang, et al. "Copper-catalyzed Difunctionalization of Activated Alkynes By Radical Oxidation-tandem Cyclization/dearomatization to Synthesize 3-trifluoromethyl Spiro[4.5]trienones." Chemistry (Weinheim an Der Bergstrasse, Germany), vol. 21, no. 4, 2015, pp. 1468-73.
Hua HL, He YT, Qiu YF, et al. Copper-catalyzed difunctionalization of activated alkynes by radical oxidation-tandem cyclization/dearomatization to synthesize 3-trifluoromethyl spiro[4.5]trienones. Chemistry. 2015;21(4):1468-73.
Hua, H. L., He, Y. T., Qiu, Y. F., Li, Y. X., Song, B., Gao, P., Song, X. R., Guo, D. H., Liu, X. Y., & Liang, Y. M. (2015). Copper-catalyzed difunctionalization of activated alkynes by radical oxidation-tandem cyclization/dearomatization to synthesize 3-trifluoromethyl spiro[4.5]trienones. Chemistry (Weinheim an Der Bergstrasse, Germany), 21(4), 1468-73. https://doi.org/10.1002/chem.201405672
Hua HL, et al. Copper-catalyzed Difunctionalization of Activated Alkynes By Radical Oxidation-tandem Cyclization/dearomatization to Synthesize 3-trifluoromethyl Spiro[4.5]trienones. Chemistry. 2015 Jan 19;21(4):1468-73. PubMed PMID: 25452200.
* Article titles in AMA citation format should be in sentence-case
TY - JOUR T1 - Copper-catalyzed difunctionalization of activated alkynes by radical oxidation-tandem cyclization/dearomatization to synthesize 3-trifluoromethyl spiro[4.5]trienones. AU - Hua,Hui-Liang, AU - He,Yu-Tao, AU - Qiu,Yi-Feng, AU - Li,Ying-Xiu, AU - Song,Bo, AU - Gao,Pin, AU - Song,Xian-Rong, AU - Guo,Dong-Hui, AU - Liu,Xue-Yuan, AU - Liang,Yong-Min, Y1 - 2014/11/28/ PY - 2014/10/16/received PY - 2014/12/3/entrez PY - 2014/12/3/pubmed PY - 2015/9/25/medline KW - copper KW - cyclization KW - radical reactions KW - tandem reactions KW - trifluoromethylation SP - 1468 EP - 73 JF - Chemistry (Weinheim an der Bergstrasse, Germany) JO - Chemistry VL - 21 IS - 4 N2 - A copper-catalyzed difunctionalizing trifluoromethylation of activated alkynes with the cheap reagent sodium trifluoromethanesulfinate (NaSO2CF3 or Langlois' reagent) has been developed incorporating a tandem cyclization/dearomatization process. This strategy affords a straightforward route to synthesis of 3-(trifluoromethyl)-spiro[4.5]trienones, and presents an example of difunctionalization of alkynes for simultaneous formation of two carbon-carbon single bonds and one carbon-oxygen double bond. SN - 1521-3765 UR - https://www.unboundmedicine.com/medline/citation/25452200/Copper_catalyzed_difunctionalization_of_activated_alkynes_by_radical_oxidation_tandem_cyclization/dearomatization_to_synthesize_3_trifluoromethyl_spiro[4_5]trienones_ DB - PRIME DP - Unbound Medicine ER -