Rh(I)-catalyzed reaction of 2-(chloromethyl)phenylboronic acids and alkynes leading to indenes

Organic Letters
Masaki MiyamotoNaoto Chatani

Abstract

The reaction of 2-(chloromethyl)phenylboronic acid (1) with alkynes in the presence of a Rh(I) complex gave indene derivatives in high yields. The regioselectivity depends on the steric nature of the substituent on the alkynes. A bulky group favors the alpha-position of indenes.

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Citations

Apr 8, 2015·Chemical Communications : Chem Comm·Shunsuke Sueki, Yoichiro Kuninobu
Apr 20, 2016·Organic & Biomolecular Chemistry·Chen-Chen Li, Shang-Dong Yang
Mar 26, 2010·Molecules : a Journal of Synthetic Chemistry and Natural Product Chemistry·Chunyan ZhangMingan Wang
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May 8, 2010·Organic Letters·Benoit GourdetHon Wai Lam
Sep 5, 2009·Journal of the American Chemical Society·Xiaozhang ZhuEiichi Nakamura
Jan 22, 2011·The Journal of Organic Chemistry·Feng ZhouXiyan Lu
Feb 23, 2019·Langmuir : the ACS Journal of Surfaces and Colloids·Hao WangDuolong Di
Nov 7, 2012·Journal of the American Chemical Society·Masahiro OnoeNaoto Chatani

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