Method For Preparing Nitrogen Compounds

A process for the preparation of nitrogenous compounds of formula (I):

• in which:
• R1 represents a hydrogen atom, an alkyl group, an alkenyl group, an alkynyl group, an aryl group, a heteroaryl group, a heterocycle, a carbonyl (—CO—) group, a silyl group, a siloxy group or an amino group, said alkyl, alkenyl, alkynyl, aryl, heteroaryl, heterocycle, silyl, siloxy and amino groups being optionally substituted,
• R1 optionally comprises an H, C, N, O, F, Si and/or S as defined below;
• H represents a hydrogen atom (1H), deuterium (2H) or tritium (3H);
• C represents a carbon atom (12C) or a 11C, 13C or 14C isotope;
• N represents a nitrogen atom (14N) or a 15N isotope;
• O represents an oxygen atom (16O) or an 18O isotope;
• F represents a fluorine atom (19F) or a 18F isotope;
• Si represents a silicon atom (28Si) or a 29Si or 30Si isotope;
• S represents a sulfur atom (32S) or a 33S, 34S or 36S isotope;
• E represents an R5R6N— or R7O— group with
• R5, R6 and R7 representing, independently of one another, a hydrogen atom, an alkyl group, an alkenyl group, an alkynyl group, an aryl group, a heteroaryl group, a heterocycle, a (—(CO)—) group, a silyl group, a siloxy group or an amino group, said alkyl, alkenyl, alkynyl, aryl, heteroaryl, heterocycle, silyl, siloxy and amino groups being optionally substituted, or
• R5 and R6, taken together with the nitrogen atom to which they are bonded, form an optionally substituted heterocycle, or
• R1 and R5, taken together with the two nitrogen atoms to which they are respectively bonded, form an optionally substituted heterocycle, or
• R1 and R7, taken together with the nitrogen atom and oxygen atom to which they are respectively bonded, form an optionally substituted heterocycle,
• R5, R6 and R7 optionally comprise an H, C, N, O, F, Si and/or S as defined above,
• R1, N and O being as defined above;
• comprising a step of reacting an amine of formula (II):
• in which R1 and N are as defined above, with CO2, in which C and O are as defined above, in the presence:
• of a catalyst,
• of a silane compound of formula (III):
• in which:
• H is as defined above,
• R2, R3 and R4 represent, independently of one another, a hydrogen atom, a halogen atom, a hydroxyl group, an alkyl group, an alkenyl group, an alkynyl group, an alkoxy group, a silyl group, a siloxy group, an aryl group or an amino group, said alkyl, alkenyl, alkynyl, alkoxy, silyl, siloxy, aryl and amino groups being optionally substituted, or
• R4 is as defined above and R2 and R3, taken together with the silicon atom to which they are bonded, form an optionally substituted silylated heterocycle, and of a nucleophilic agent of formula (IV):
• E-H (IV)
• in which E is as defined above and H is a hydrogen atom.