Sequential Functionalization of the OH and C( sp  2 )O Bonds of Tropolones by Alkynes and  N ‐Sulfonyl Azides | Zendy

Seo Boram | Zendy; Jeon Woo Hyung | Zendy; Kim ChulEui | Zendy; Kim Sanghyuck | Zendy; Kim Sung Hong | Zendy; Lee Phil Ho | Zendy

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Sequential Functionalization of the OH and C( sp 2 )O Bonds of Tropolones by Alkynes and N ‐Sulfonyl Azides

Author(s) -

Seo Boram,

Jeon Woo Hyung,

Kim ChulEui,

Kim Sanghyuck,

Kim Sung Hong,

Lee Phil Ho

Publication year - 2016

Publication title -

advanced synthesis and catalysis

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 1.541

H-Index - 155

eISSN - 1615-4169

pISSN - 1615-4150

DOI - 10.1002/adsc.201500829

Subject(s) - chemistry , sulfonyl , intramolecular force , surface modification , cycloaddition , tropolone , rhodium , medicinal chemistry , catalysis , stereochemistry , organic chemistry , alkyl

Sequential copper‐catalyzed [3+2] cycloaddition, rhodium‐catalyzed OH insertion, intramolecular 1,8‐addition, and rearrangement starting from 1‐alkynes, N ‐sulfonyl azides, and tropolones is demonstrated for the synthesis of the 2‐functionalized aminotropones in one pot. These results indicate that sequential functionalization of OH and C( sp 2 )O bonds smoothly occurs in the C( sp 2 )OH bonds of tropolone

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