In(III)/PhCO2H binary acid catalyzed tandem [2 + 2] cycloaddition and Nazarov reaction between alkynes and acetals.
A facile tandem [2 + 2] cycloaddition and Nazarov reaction has been developed. The combination of In(OTf)3 and benzoic acid was found to synergistically promote the coupling of alkynes and acetals to form 2,3-disubstituted indanones in excellent yield and diastereoselectivity.
Beijing National Laboratory for Molecule Sciences (BNLMS), CAS Key Laboratory for Molecular Recognition and Function, Institute of Chemistry, Chinese Academy of Sciences, Beijing 100190, People's Republic of China.
Lihui
L
Zhu
Zhi-Guo
ZG
Xi
Jian
J
Lv
Sanzhong
S
Luo
D000080:Acetals / Q000737:chemistry*; D000480:Alkynes / Q000737:chemistry*; D019817:Benzoic Acid / Q000737:chemistry; D002384:Catalysis; D003500:Cyclization; D061565:Cycloaddition Reaction; D007189:Indans / Q000138:chemical synthesis* / Q000737:chemistry; D008698:Mesylates / Q000737:chemistry; D015394:Molecular Structure; D013237:Stereoisomerism
D000080:Acetals; D000480:Alkynes; D007189:Indans; D008698:Mesylates; D019817:Benzoic Acid; C012077:trifluoromethanesulfonic acid