A method for the synthesis of pyridines from aldehydes, alkynes and NH4OAc involving Rh-catalyzed hydroacylation and N-annulation

Yong-Kyun Sim; Hyejeong Lee; Jung-Woo Park; Dong-Su Kim; Chul-Ho Jun

doi:10.1039/C2CC36956G

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Chemical Communications

Issue 96, 2012

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A method for the synthesis of pyridines from aldehydes, alkynes and NH₄OAc involving Rh-catalyzed hydroacylation and N-annulation

Yong-Kyun Sim,^a Hyejeong Lee,^a Jung-Woo Park,^a Dong-Su Kim^a and Chul-Ho Jun*^a

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Department of Chemistry, Yonsei University, 50 Yonseiro, Seodaemun-gu, Seoul 120-749, Korea
E-mail: junch@yonsei.ac.kr ;
Fax: +82-2-3147-2644 ;
Tel: +82-2-2123-2627

Chem. Commun., 2012,48, 11787-11789

DOI: 10.1039/C2CC36956G
Received 25 Sep 2012, Accepted 15 Oct 2012
First published online 16 Oct 2012

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A new method for regiocontrolled pyridine synthesis has been developed involving sequential Rh(I)-catalyzed chelation-assisted hydroacylation of alkynes with aldehydes followed by Rh(III)-promoted N-annulation of the resulting α,β-enones with another alkyne and NH₃.

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Yong-Kyun Sim
Hyejeong Lee
Jung-Woo Park
Dong-Su Kim
Chul-Ho Jun

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Chemical Communications

A method for the synthesis of pyridines from aldehydes, alkynes and NH₄OAc involving Rh-catalyzed hydroacylation and N-annulation

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A method for the synthesis of pyridines from aldehydes, alkynes and NH4OAc involving Rh-catalyzed hydroacylation and N-annulation

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A method for the synthesis of pyridines from aldehydes, alkynes and NH₄OAc involving Rh-catalyzed hydroacylation and N-annulation