1,2-sulfanyl group migration as a driving force: new approach to pyrroles by reaction of allenic aldehydes with amines.
[reaction: see text] Acid-promoted reaction of sulfanyl group substituted allenic aldehyde with amine affords pyrrole derivatives in high yields. The neighboring group participation of the sulfanyl group is the driving force in this transformation.
Peng
Lingling
L
Beijing National Laboratory of Molecular Sciences (BNLMS), Green Chemistry Center (GCC) and Key Laboratory of Bioorganic Chemistry and Molecular Engineering of Ministry of Education, College of Chemistry, Peking University, Beijing 100871, China.
Zhang
Xiu
X
Ma
Jie
J
Zhong
Zhenzhen
Z
Wang
Jianbo
J
D000447:Aldehydes / Q000737:chemistry*; D000466:Alkadienes / Q000737:chemistry*; D000588:Amines / Q000737:chemistry*; D000814:Aniline Compounds / Q000737:chemistry; D002384:Catalysis; D015394:Molecular Structure; D011758:Pyrroles / Q000737:chemistry*; D013455:Sulfur / Q000737:chemistry*
D000447:Aldehydes; D000466:Alkadienes; D000588:Amines; D000814:Aniline Compounds; D011758:Pyrroles; C025947:propadiene; D013455:Sulfur; C023650:aniline