Synlett 2019; 30(02): 124-128
DOI: 10.1055/s-0037-1610335
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© Georg Thieme Verlag Stuttgart · New York

Manganese(I)-Catalyzed Selective Functionalization of Alkynes

Zhongfei Yan
,
Chengjian Zhu
,
Jin Xie*
State Key Laboratory of Coordination Chemistry, Jiangsu Key Laboratory of Advanced Organic Materials, School of Chemistry and Chemical Engineering, Nanjing University, Nanjing 210023, P. R. of China   eMail: xie@nju.edu.cn
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We gratefully acknowledge financial support from the National Natural Science Foundation of China (21702098, 21672099 and 21732003), the Fundamental Research Funds for the Central Universities (No. 020514380158, 020514380131), the ‘1000-Youth Talents Plan’ and the program A for Outstanding PhD candidate of Nanjing University (201802A018).
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Publikationsverlauf

Received: 16. Oktober 2018

Accepted after revision: 25. Oktober 2018

Publikationsdatum:
30. November 2018 (online)


Abstract

Mn(I)-catalyzed selective functionalization of alkynes permits the convenient synthesis of substituted alkenes with high step and atom economies. Although the insertion of five-membered chelated manganacycle intermediates into alkynes has been widely reported, nonchelated Ar–Mn(I) species originating from commercially available arylboronic acids are unprecedented. Our new protocol achieved a challenging hydroarylation of unsymmetrical 1,3-diynes with arylboronic acids with complete regio-, stereo-, and chemoselectivity to give a wide array of trisubstituted conjugated (Z)-enynes in moderate to good yields.