PMID- 27267124 OWN - NLM STAT- PubMed-not-MEDLINE DCOM- 20180516 LR - 20180516 IS - 1520-6904 (Electronic) IS - 0022-3263 (Linking) VI - 81 IP - 13 DP - 2016 Jul 1 TI - One-Pot Synthesis of Substituted Benzo[b]furans and Indoles from Dichlorophenols/Dichloroanilines Using a Palladium-Dihydroxyterphenylphosphine Catalyst. PG - 5450-63 LID - 10.1021/acs.joc.6b00824 [doi] AB - Disubstituted benzo[b]furans were synthesized by ortho-selective Sonogashira coupling of dichlorophenols and terminal alkynes, followed by cyclization and Suzuki-Miyaura coupling in one pot, using a palladium-dihydroxyterphenylphosphine (Cy-DHTP) catalyst. The use of substoichiometric amounts of tetrabutylammonium chloride was effective in accelerating the Suzuki-Miyaura coupling. This protocol was also successfully applied to the one-pot synthesis of disubstituted indoles from dichloroaniline derivatives. FAU - Yamaguchi, Miyuki AU - Yamaguchi M AD - School of Pharmaceutical Sciences, University of Shizuoka , 52-1 Yada, Suruga-ku, Shizuoka 422-8526, Japan. FAU - Akiyama, Tomoyo AU - Akiyama T AD - School of Pharmaceutical Sciences, University of Shizuoka , 52-1 Yada, Suruga-ku, Shizuoka 422-8526, Japan. FAU - Sasou, Hirohisa AU - Sasou H AD - School of Pharmaceutical Sciences, University of Shizuoka , 52-1 Yada, Suruga-ku, Shizuoka 422-8526, Japan. FAU - Katsumata, Haruka AU - Katsumata H AD - School of Pharmaceutical Sciences, University of Shizuoka , 52-1 Yada, Suruga-ku, Shizuoka 422-8526, Japan. FAU - Manabe, Kei AU - Manabe K AD - School of Pharmaceutical Sciences, University of Shizuoka , 52-1 Yada, Suruga-ku, Shizuoka 422-8526, Japan. LA - eng PT - Journal Article PT - Research Support, Non-U.S. Gov't DEP - 20160614 PL - United States TA - J Org Chem JT - The Journal of organic chemistry JID - 2985193R EDAT- 2016/06/09 06:00 MHDA- 2016/06/09 06:01 CRDT- 2016/06/09 06:00 PHST- 2016/06/09 06:00 [entrez] PHST- 2016/06/09 06:00 [pubmed] PHST- 2016/06/09 06:01 [medline] AID - 10.1021/acs.joc.6b00824 [doi] PST - ppublish SO - J Org Chem. 2016 Jul 1;81(13):5450-63. doi: 10.1021/acs.joc.6b00824. Epub 2016 Jun 14.