Process for producing cyclic compound
View Patent ↗A process suitable for safely mass-producing, through a short step, cyclic compounds useful in medicines, agricultural chemicals, foods, cosmetics, and chemical products or as intermediates therefor. The process, which is for producing a compound represented by the formula: {wherein Z represents an electron-attracting group; W represents optionally substituted ethylene or optionally substituted vinylene; R 3 represents hydrogen or an optionally substituted hydrocarbon group; and X represents a divalent group [provided that when W represents optionally substituted vinylene, then —X—CH 2 -Z is not —X 1 —X 2 —CH 2 , -Z (wherein X 1 represents sulfur or optionally substituted nitrogen and X 2 represents optionally substituted ethylene)]} or a salt thereof, is characterized by subjecting a compound represented by the formula (II) or a salt thereof: (wherein the symbols have the same meanings as the above) to a ring closure reaction in a solvent containing a carbonic diester.
1. A compound represented by the formula:
wherein Z is an electron-withdrawing group selected from the group consisting of
a) a carboxyl group which may be optionally esterified,
b) a group represented by the formula —(CO)NR 11 R 12 wherein R 11 and R 12 are respectively a hydrogen atom or an optionally substituted hydrocarbon group, and R 11 and R 12 may be bound to each other to form a 5- to 7-membered cyclic amino group together with a neighboring nitrogen atom,
c) a group represented by the formula —(CO)R 4 wherein R 4 is a hydrogen atom or an optionally substituted hydrocarbon group,
d) nitrile group,
e) nitro group,
f) a group represented by the formula —(SO m )R 5 , wherein m is an integer of 1 or 2 and R 5 is an optionally substituted hydrocarbon group,
g) a group represented by the formula —PR 6 R 7 wherein R 6 and R 7 are each an optionally substituted hydrocarbon group,
h) a group represented by the formula —(PO)(OR 8 )(OR 9 ) wherein R 8 and R 9 each are a hydrogen or an optionally substituted hydrocarbon group,
i) an optionally substituted aryl group,
j) an optionally substituted alkenyl group,
k) a halogen atom and
l) a nitroso group;
ring A is an optionally substituted ring; the combined line of a broken line and and a solid line is a single bond or a double bond;
R 3 is a hydrogen atom or an optionally substituted hydrocarbon group; and
X is a divalent group is a straight-chain moiety of 4 or more atoms or a salt thereof.
2. 1-Benzyl-8-bromo-1,2,3,4-tetrahydro-1-benzazocin-5-carboxylic acid methyl ester.