caa a22 4500 467993041 CHVBK 20180323112550.0 cr unu---uuuuu 170328e19900801xx s 000 0 eng 10.1007/BF00480869 doi (NATIONALLICENCE)springer-10.1007/BF00480869 Reaction of dichlorocarbene with substituted 3,4-dihydroisoquinolines and 1-methylene-1,2,3,4-tetrahydroisoquinolines [Elektronische Daten] [A. Khlebnikov, R. Kostikov, V. Shklyaev, B. Aleksandrov, M. Dormidontov] Reaction of dichlorocarbene with 3,3-dialkyl-3,4-dihydroisoquinolines results in the formation of gemdichloroazirino[2,1-a]isoquinolines, which are in turn converted to 3-benzazepinones upon hydrolysis. Reaction of dichlorocarbene with the ethyl ester or amide of (3,3-dimethyl-1,2,3,4-tetrahydroisoquinolin-1-ylidene)acetic acid is accompanied by rearrangement of the intermediate carbene adducts at the enamine C=C bond and results in the formation of a 1-azadiene, 3-(3,3-dimethyl-3,4-dihydroisoquinolin-1-yl)-3-chloroacrylic acid ethyl ester, and a spirolactam, 3,3-dimethyl-3-chlorospiro[1,2,3,4-tetrahydroisoquinoline-1,2′-pyrrole]-5′(2′H)-one, respectively. Plenum Publishing Corporation, 1991 Khlebnikov A. Leningrad State University, 199004, Leningrad aut Kostikov R. Leningrad State University, 199004, Leningrad aut Shklyaev V. Leningrad State University, 199004, Leningrad aut Aleksandrov B. Leningrad State University, 199004, Leningrad aut Dormidontov M. Leningrad State University, 199004, Leningrad aut Chemistry of Heterocyclic Compounds Kluwer Academic Publishers-Plenum Publishers 26/8(1990-08-01), 909-913 0009-3122 26:8<909 1990 26 10593 https://doi.org/10.1007/BF00480869 text/html Onlinezugriff via DOI 1 research-article jats NATIONALLICENCE 856 40 https://doi.org/10.1007/BF00480869 text/html Onlinezugriff via DOI NATIONALLICENCE 700 1- Khlebnikov A. Leningrad State University, 199004, Leningrad aut NATIONALLICENCE 700 1- Kostikov R. Leningrad State University, 199004, Leningrad aut NATIONALLICENCE 700 1- Shklyaev V. Leningrad State University, 199004, Leningrad aut NATIONALLICENCE 700 1- Aleksandrov B. Leningrad State University, 199004, Leningrad aut NATIONALLICENCE 700 1- Dormidontov M. Leningrad State University, 199004, Leningrad aut NATIONALLICENCE 773 0- Chemistry of Heterocyclic Compounds Kluwer Academic Publishers-Plenum Publishers 26/8(1990-08-01), 909-913 0009-3122 26:8<909 1990 26 10593 Metadata rights reserved Springer special CC-BY-NC licence nationallicence BK010053 XK010053 XK010000 NATIONALLICENCE NATIONALLICENCE NL-springer