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Rhodium(II)‐Catalysed Skeletal Rearrangement of Ether Tethered N ‐Sulfonyl 1,2,3‐Triazoles: a Rapid Approach to 2‐Aminoindanone and Dihydroisoquinoline Derivatives
Author(s) -
Yu Yinghua,
Zhu Lei,
Liao Yun,
Mao Zhifeng,
Huang Xueliang
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.201501178
Subject(s) - chemistry , rhodium , vicinal , sulfonyl , carbene , ether , catalysis , stereochemistry , combinatorial chemistry , organic chemistry , alkyl
The skeletal rearrangement of ether tethered N ‐sulfonyl‐1,2,3‐triazoles has been achieved by rhodium(II) catalysis. This method offers a rapid entry to 2‐aminoindanone and dihydroisoquinoline architectures which can be further transformed to other valuable building blocks, such as vicinal aminoindanols, isoquinolines and isoquinolinones. A pathway involving an azavinyl rhodium carbene intermediate was proposed according to a preliminary mechanistic study.